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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1244359Generated: October 31, 2026

Sodium Bicarbonate → 2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-4,5,7,8-tetrahydro-1H-imidazo[4,5-d]azepine-6-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1244359

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantAmmonium AcetateHCID 517165—
Reactant4-[(4-Methoxy-7-morpholin-4-yl-benzothiazole-2-carbonyl)-amino]-5-oxo-azepane-1-carboxylic acid tert-butyl esterHCID 69184150—
SolventWaterHCID 962—
Product2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-4,5,7,8-tetrahydro-1H-imidazo[4,5-d]azepine-6-carboxylic acid tert-butyl esterHCID 1127169172%

Reaction Steps

A mixture of 0.15 g 4-[(4-methoxy-7-morpholin-4-yl-benzothiazole-2-carbonyl)-amino]-5-oxo-azepane-1-carboxylic acid tert-butyl ester and 0.46 g ammonium acetate was melted at 120° C. for 3 hours and, after cooling to room temperature, suspended in a 1:1 mixture of water and saturated aqueous sodiumbicarbonate. Extraction with dichloromethane and chromatography on silicagel with dichloromethane/methanol 98:2 gave 0.10 g (72%) 2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-4,5,7,8-tetrahydro-1H-imidazo[4,5-d]azepine-6-carboxylic acid tert-butyl ester as yellow solid; M.p.: 142–144° C.; MS (ISP): m/e=486 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07122545B2
Source datasetuspto-grants-2006_10
ORD IDord-ad4c48c6b3364c1aa12054a30ecafb7f
Source noteuspto-grants-2006_10