Extracurricular laboratory: Synthetic route of 198989-07-0

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, tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference of 198989-07-0, The chemical industry reduces the impact on the environment during synthesis 198989-07-0, name is tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate, I believe this compound will play a more active role in future production and life.

a) iert-Butyl 5-(3-bromoimidazo[1 ,2-b]pyridazin-6-yI)-2,5diazabicyclo[2.2.1]heptane-2- carboxylate3-Bromo-6-chloroimidazo[1 ,2-b]pyridazine (586 mg, 2.53 mmol) was dissolved in NMP (5 mL) and 2,5-diazabicyclo[2.2.1]heptane-2-carboxylic acid 1 ,1-dimethylethyl ester (1.0 g, 5.05 mmol) was added followed by DIPEA (1.04 mL, 6.31 mmol). The reaction mixture was heated to 30C for 4 h. The solution was cooled down and diluted with DCM, then washed twice with water and twice with brine. The solution was dried over magnesium sulphate and solvents evaporated. Purification by column chromatography on silica gel (10- 00% EtOAc/petroleum ether) gave a brown oil. This was dissolved in ethyl acetate, washed four more times with brine, dried over magnesium sulphate and the solvents evaporated to give a brown solid (486 mg, 49%); H NMR (400 MHz, CDCI3) delta ppm 7.67 (d, J=9.6 Hz, 1 H), 7.67 (d, J=9.6 Hz, 1 H), 7.52 (s, 1 H), 6.54 (d, J=9.6 Hz, 1 H), 4.49-4.84 (m, 2H), 3.43-3.67 (m, 4H), 1.94-2.07 (m, 2H), 1.48 (s, 9H); m/z (ES+APCIf: 394/396 [M+H]+.

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, tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; OSBORNE, Simon; CHAPMAN, Timothy; WALLACE, Claire; WO2012/127212; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics