8-Bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxylic acid → 8-bromo-N-(2-chlorophenyl)-N-(2-hydroxyethyl)-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide

Participants

Role	Name	HCID	Charge
Reactant	8-Bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxylic acid	HCID 57900163	—
Reactant	N-(2-(tert-butyldimethylsilyloxy)ethyl)-2-chloroaniline	HCID 66868760	—
Product	8-bromo-N-(2-chlorophenyl)-N-(2-hydroxyethyl)-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide	HCID 57900371	25%

Reaction Steps

Following Example 16, 8-bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxylic acid was converted to the acid chloride and reacted with N-(2-(tert-butyldimethylsilyloxy)ethyl)-2-chloroaniline. Desilylation gave 233 (yield 25%). MS: (ESI+) 480

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09309265B2
Source dataset	uspto-grants-2016_04
ORD ID	ord-adb42474ff4543e4927cb0d02d709fd5
Source note	uspto-grants-2016_04