Tag: M.W=200-300

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 153248-46-5, name is [1-[(Boc-amino)methyl]cyclopropyl]methanol, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C10H19NO3

To a solution of PPh3 (240 mg, 0.91 mmol) in anhydrous THF (4 mL) was added DIAD (185 mg, 0.91 mmol) by syringe at 05 C, followed a solution of tert-butyl (1-(hydroxymethyl)cyclopropyl)methylcarbamate (110-13) (185 mg, 0.91 mmol) in anhydrous THF (2 mL). The resulting mixture was poured into a solution of compound 308-5 (118 mg, 0.30 mmol) in dry THF (2 mL) at ambient temperature and stirred for 1 h. The reaction mixture was quenched with water and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous sodium sulfate and evaporated in vacuo. The crude product was purified by column chromatography (dichloromethane/ethyl acetate: 3/1) to afford the title compound 309-15 as a yellow solid (300 mg).

According to the analysis of related databases, 153248-46-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMAENGINE, INC.; CAI, Xiong; QIAN, Changgeng; WANG, Yanong Daniel; (98 pag.)WO2017/132928; (2017); A1;,
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Some common heterocyclic compound, 1012884-46-6, name is 11-Chloro-2-methyl-2,3-dihydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-1-one, molecular formula is C17H12ClNO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. COA of Formula: C17H12ClNO2

Example 1; Preparation of trans-11-chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one (IV); following Scheme II A. Mixture of trans-(IV) and cis-11-chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one (V); Under N2 atmosphere, iodine (4.95 g, 18 mmol) was added to a stirred suspension of magnesium (1.75 gram, 71.87 mmol) in toluene (175 mL). Over a period of 20 minutes, a solution of 11-chloro-2,3-dihydro-2-methyl-1H-dibenz[2,3;6,7]oxepino[4,5-c]pyrrol-1-one (III) (25 gram, 84 mmol; see Vader et al., above) in methanol (175 mL) was added. The reaction mixture was stirred for 35 minutes. Then, over a period of 2 hours, 3 portions of magnesium (1 g, 41.06 mmol) followed by one larger portion of magnesium (2 g, 82.12 mmol) were added. Water (600 mL) and 36% hydrochloric acid (65 mL) were added keeping the temperature below 40 C. Toluene (50 mL) was added, the layers were separated, and the water layer was extracted with toluene (2¡Á100 mL). The combined toluene layers were washed with water (200 mL), dried over magnesium sulfate, filtered and evaporated. This gave a mixture of trans-11-chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino [4,5-c]-pyrrol-1-one (IV) and cis-11-chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one (V) (25.5 g, 100%) in the ratio (IV):(V)=1:4 as determined by 1H-NMR and GC.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1012884-46-6, its application will become more common.

Reference:
Patent; Organon Ireland Ltd.; Pfizer Inc.; US2006/229352; (2006); A1;,
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Reference of 56619-93-3, The chemical industry reduces the impact on the environment during synthesis 56619-93-3, name is N-(3-Methoxyphenyl)pivalamide, I believe this compound will play a more active role in future production and life.

Synthesis of N-[2-(2-hydroxyethyl)-3-methoxyphenyl]pivalamide (1b) Under the argon atmosphere, n-butyllithium (nBuLi) (2.6 M in THF, 111 mL, 289 mmol, commercial product) was slowly dropped at 0C into a tetrahydrofuran (THF) (400 mL, dehydrated, commercial product) solution of the compound 1a (30.0 g, 145 mmol). After the mixture was stirred at 0C for 2 hours, ethylene oxide (1.3 M ether solution, 175 mL, 228 mmol, commercial product) was slowly added to the mixture and stirred at 0C for 1 hour. The temperature was raised to room temperature, and then the mixture was further stirred for 2 hours. The mixture was concentrated under reduced pressure, to which a saturated ammonium chloride aqueous solution (sat. NH4Cl aq.) was added. Subsequently, the mixture was extracted with ethyl acetate (EtOAc) (100 mL * 4). The combined organic layer was dried over sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue was recrystallized with ethyl acetate (EtOAc), and thus N-[2-(2-hydroxyethyl)-3-methoxyphenyl]pivalamide (compound 1b) (28.1 g, 112 mmol, 77.1%) was obtained as a colorless solid. TLC Rf= 0.40 (n-hexane/EtOAc = 3/1)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, N-(3-Methoxyphenyl)pivalamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kyoto University; National University Corporation Tokyo Medical and Dental University; Kinopharma, Inc.; HAGIWARA, Masatoshi; ONOGI, Hiroshi; KII, Isao; HOSOYA, Takamitsu; SUMIDA, Yuto; EP2881397; (2015); A1;,
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Application of 22958-64-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 22958-64-1, name is 2-(4-Sulfamoylphenyl)acetic acid belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[00324] To a solution of 2-amino-5-(cyclohexylmethyl)-6,6-dimethyl-4, 5,6,7- tetrahydrothieno[3,2-c]pyridine-3-carbonitrile Core-1 c_A (1.15 g, 3.8 mmol) in DMF (12 mL) was added 2-(4-sulfamoylphenyl)acetic acid (1.23 g, 5.7 mmol), DIPEA (982 mg, 7.6 mmol) and a solution of T3P in EtOAc (4.84 g, 50% w/w, 7.6 mmol). The mixture was stirred at 65 C for 1 h. The reaction mixture was diluted with water (25 mL) and extracted with EtOAc (15 mLx4). The organic layer was concentrated. The residue was purified by column chromatography on silica (PE:EtOAc=10:1 ~2:1) to afford the desired product (1.15 g, yield 60%) as light yellow solid; LC-MS Rt 1.08 min, MS m/z [M+H]+ 501.3; Method 1 ; 1H NMR (400 MHz, DMSO-cfe) d 1 1.9 (s, 1H), 7.78 (d, J = 8.4 Hz, 2H), 7.48 (d, J = 8.4 Hz, 2H), 7.33 (s, 2H), 3.96 (s, 2H), 3.49 (s, 2H), 2.46 (s, 2H), 2.24 (d, J = 6.8 Hz, 2H), 1.76 – 1.73 (m, 2H), 1.67 – 1.64 (m, 3H), 1.39 – 1.33 (m, 1H), 1.25 – 1.15 (m, 3H), 1.02 (s, 6H), 0.88 – 0.75 (m, 2H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-(4-Sulfamoylphenyl)acetic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; KOUNDE, Cyrille; SIM, Wei Lin Sandra; SIMON, Oliver; WANG, Gang; YEO, Hui Quan; YEUNG, Bryan KS; YOKOKAWA, Fumiaki; ZOU, Bin; (122 pag.)WO2019/244047; (2019); A1;,
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Electric Literature of 201162-53-0, These common heterocyclic compound, 201162-53-0, name is 3-Boc-3,8-Diazabicyclo[3.2.1]octane, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Aldehyde Intermediate 2 (1.0 equiv) and /er/-butyl 3,8-diazabicyclo[3.2. l]octane-3- carboxylate (1.2 equiv) were combined into l,2-DCE (5 mL). To the mixture was added acetic acid (0.5 equiv). The mixture was stirred at rt for 3h. Solid NaBH(OAc)3(3.0 equiv) was then added into the reaction. The resulting mixture was stirred at rt overnight. The reaction was quenched with MeOH (10 mL) and washed with saturated NaHC03, water, and brine. The crude mixture was purified on a silica gel column to afford /er/-butyl 8-((2-ethyl-4′-(l,l,l,3,3,3-hexafluoro-2- hydroxypropan-2-yl)-[l,r-biphenyl]-4-yl)methyl)-3,8-diazabicyclo[3.2. l]octane-3-carboxylate (yield 55%) as a white solid.

The synthetic route of 201162-53-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ESCALIER BIOSCIENCES B.V.; MOHAN, Raju; NUSS, John; HARRIS, Jason; YUAN, Shendong; (144 pag.)WO2019/177996; (2019); A1;,
Amide – Wikipedia,
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These common heterocyclic compound, 5338-44-3, name is Ethyl 4-acetamidobenzoate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Computed Properties of C11H13NO3

General procedure: To a solution of amidoxime 1 (2 mmol) and ester 2 (3 mmol) inDMSO (2 mL) 120 mg (3 mmol) powdered NaOH was rapidlyadded.The reaction mixture was stirred at room temperature for therequired time (TLC or precipitation of the product). The reactionmixture was diluted with cold water (30e50 mL). The resultingprecipitate was ltered off, washed with water (30 mL) and dried inair at 50 C.

The synthetic route of Ethyl 4-acetamidobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Baykov, Sergey; Sharonova, Tatyana; Shetnev, Anton; Rozhkov, Sergey; Kalinin, Stanislav; Smirnov, Alexey V.; Tetrahedron; vol. 73; 7; (2017); p. 945 – 951;,
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Some common heterocyclic compound, 112101-81-2, name is R-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide, molecular formula is C10H16N2O3S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. name: R-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide

EXAMPLE 34 R-(-)-5-[2-[2-(5-Fluoro-2-methoxyphenoxy)-ethylamino]propyl]-2-methoxybenzenesulfonamide hydrochloride A suspension of 1.00 g of R-(-)-5-(2-aminopropyl)-2-methoxybenzenesulfonamide [[alpha]D25 -13.8 (C=1,MeOH), m.p.156.5-160.5 C. (H2 O) ] 11.00 g of 2-(2-bromoethoxy)-4-fluoroanisole and 0.20 g of potassium iodide in 40 ml of N,N-dimethylformamide was heated for 10 hours at 85 C. After cooling, the reaction mixture was poured into water, made alkaline with 10% sodium hydroxide aqueous solution and extracted with ethyl acetate. The extract was washed with water, dried and evaporated. The residue was chromatographed on silica gel using chloroform-methanol (9:1) as an eluant to give 0.81 g of the free base as colorless crystals which were recrystallized from methanol as colorless needles, m.p.144-145 C. Analysis for C19 H25 FN2 O5 S: Calculated %: C, 55.33; H, 6.11; N, 6.79. Found %: C, 55.20; H, 5.93; N, 6.54.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 112101-81-2, its application will become more common.

Reference:
Patent; Hokuriku Pharmaceutical Co., Ltd.; US4971990; (1990); A;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 6292-59-7

General procedure: A Schlenk tube with a magnetic stir bar was charged with [RhCp*Cl2]2 (7.8 mg, 12.5 mumol), AgSbF6 (17.2 mg, 50 mumol), PhI(OAc)2 (120.4 mg, 0.375 mmol), NaOAc (6.2mg, 75 mumol), 8-methylquinoline derivative 1 (0.50 mmol), amide 2 (0.25 mmol), and DCM (1.0 mL) under an N2 atmosphere. The resulting mixture was stirred at room temperature for 48 h and then diluted with 3 mL of dichloromethane. The solution was filtered through a celite pad and washed with 10-20 mL of dichloromethane. The filtrate was concentrated and the residue was purified by column chromatography on silica gel to provide the desired product.

According to the analysis of related databases, 6292-59-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Huang, Xiaolei; You, Jingsong; Chemistry Letters; vol. 44; 12; (2015); p. 1685 – 1687;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 33045-52-2, name is Methyl 2-methoxy-5-sulfamoylbenzoate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Methyl 2-methoxy-5-sulfamoylbenzoate

(4) Add 245 g (1.0 mol) of methyl 2-methoxy-5-sulfamoylbenzoate prepared in step (3) and 2772 g of 5% sodium hydroxide solution by weight to the reactor, Stir the reaction for 20 h, and the reaction temperature does not exceed 40 . After the reaction, adjust the pH to 1 with 5% by weight of dilute hydrochloric acid and filter. The resulting filter cake is washed with water, dried, and recrystallized from methanol to produce 209.06 g of 2-methoxy-5-sulfamoylbenzoic acid, yield 90.5%.

According to the analysis of related databases, 33045-52-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Suzhou Chenghe Pharmaceutical And Chemical Co., Ltd.; Chen Xiaoqiang; Fang Huan; (7 pag.)CN111100042; (2020); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 4793-24-2,Some common heterocyclic compound, 4793-24-2, name is 2-Chloro-4-fluoro-5-sulfamoylbenzoic acid, molecular formula is C7H5ClFNO4S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of 2-chloro-4-fluoro-5-sulfamoylbenzoic acid (3.2 g, 12.65 mmol) in THF (10 mL) was added 1M BH3 THF (38 mL, 38.0 mmol). After stirring 12h, the reaction mixture was quenched with MeOH and concentrated in vacuo. The residue was purified by chromatography (silica, EtO Ac-Hex) to afford 4-chloro-2-fluoro-5- (hydroxymethyl)benzenesulfonamide (1.9 g). To a suspension of 4-chloro-2-fluoro-5- (hydroxymethyl)benzenesulfonamide (1.78 g, 7.43 mmol) in DCM (10 mL) was added PBr3 (2.2 lg, 8.17 mmol). The reaction was stirred for 24 h when it was determined to be complete by GCMS. The reaction was carefully quenched with H20 and then partitioned between THF and brine. The organic layer was dried over Na2S04 and concentrated in vacuo to afford 5-(bromomethyl)-4-chloro-2-fluorobenzenesulfonamide (1.98 g) as an off-white solid. 1H-NMR (DMSO-d6, 400 MHz) delta 8.08 (d, J = 7.8 Hz, 1H), 7.84 (s, 2H), 7.80 (d, J = 9.9 Hz, 1H), 4.83 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-4-fluoro-5-sulfamoylbenzoic acid, its application will become more common.

Reference:
Patent; EXELIXIS, INC.; BOLLU, Venkataiah; BOREN, Brant, Clayton; DALGARD, Jackline; FLATT, Brenton, T.; HAQ, Nadia; HUDSON, Sarah; MOHAN, Raju; MORRISSEY, Michael; PRATT, Benjamin; WO2011/71565; (2011); A1;,
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Amide – an overview | ScienceDirect Topics