Oxalyl chloride → N-[4-(1-phenyl-1,2,4,5-tetrahydrobenzo[d]azepin-3-yl)-butyl]-3-pyridin-3-yl-acrylamide

HRID 2251917Notes

Reaction equation

HRID 2251917 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[CH:8][C:9]([OH:11])=O)[CH:2]=1.C(Cl)(=O)C(Cl)=O.[C:18]1([CH:24]2[C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=3[CH2:28][CH2:27][N:26]([CH2:35][CH2:36][CH2:37][CH2:38][NH2:39])[CH2:25]2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[C:18]1([CH:24]2[C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=3[CH2:28][CH2:27][N:26]([CH2:35][CH2:36][CH2:37][CH2:38][NH:39][C:9](=[O:11])[CH:8]=[CH:7][C:3]3[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=3)[CH2:25]2)[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

4

Reactant 3

HCID 65578Oxalyl chlorideHCID 1019843-(3-Pyridinyl)-2-propenoic acidHCID 17940755HCID 17940755, compound

Product 1

HCID 54436656N-[4-(1-phenyl-1,2,4,5-tetrahydrobenzo[d]azepin-3-yl)-butyl]-3-pyridin-3-yl-acrylamide

Procedure

Batch size: 2.8 g (18.8 mmol) 3-(3-Pyridyl)-acrylic acid, 2.2 ml (25.5 mmol) oxalyl chloride and 5.0 g (17.0 mmol) 4-(1-phenyl-1,2,4,5-tetrahydrobenzo[d]azepin-3-yl)-butylamine.

Sources & evidence

ORD record
ord-74fc246b6aa54ba3ba83c83b4c5ab6f8
Source dataset
uspto-grants-2008_01
Patent number
US07320993B1

Reaction notes

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