N-(2-aminoethyl)acetamide → N-(4-(2-acetamidoethylcarbamoyl)-2-chlorophenyl)-N-methyl-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide

HRID 84530Notes

Reaction equation

HRID 84530 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[N:11]([CH3:28])[C:12]([C:14]1[S:27][C:17]2[C:18]3[CH:26]=[CH:25][CH:24]=[CH:23][C:19]=3[O:20][CH2:21][CH2:22][C:16]=2[CH:15]=1)=[O:13])[C:5]([OH:7])=O.[NH2:29][CH2:30][CH2:31][NH:32][C:33](=[O:35])[CH3:34]>>[C:33]([NH:32][CH2:31][CH2:30][NH:29][C:5]([C:4]1[CH:8]=[CH:9][C:10]([N:11]([CH3:28])[C:12]([C:14]2[S:27][C:17]3[C:18]4[CH:26]=[CH:25][CH:24]=[CH:23][C:19]=4[O:20][CH2:21][CH2:22][C:16]=3[CH:15]=2)=[O:13])=[C:2]([Cl:1])[CH:3]=1)=[O:7])(=[O:35])[CH3:34]

Participants

3

Reactant 2

HCID 66082N-(2-aminoethyl)acetamideHCID 668689233-Chloro-4-(N-methyl-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamido)benzoic acid

Product 1

HCID 57900276N-(4-(2-acetamidoethylcarbamoyl)-2-chlorophenyl)-N-methyl-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide

Procedure

3-Chloro-4-(N-methyl-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamido)benzoic acid and N-(2-aminoethyl)acetamide were reacted by a procedure similar to that to prepare 137 in Example 47 to give 230. MS: (ESI+) 498.1

Workup

  1. customthat to prepare 137 in Example 47

Sources & evidence

ORD record
ord-23a9ffc5544249edacc743a69f55e6de
Source dataset
uspto-grants-2014_09
Patent number
US08846762B2

Reaction notes

Loading…