Oxalyl chloride → N-[4-(4-Benzotriazol-1-yl-piperidin-1-yl)-butyl]-3-pyridin-3-yl-acrylamide

HRID 1357760Notes

Reaction equation

HRID 1357760 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.[N:18]1([CH:27]2[CH2:32][CH2:31][N:30]([CH2:33][CH2:34][CH2:35][CH2:36][NH2:37])[CH2:29][CH2:28]2)[C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[N:20]=[N:19]1>>[N:18]1([CH:27]2[CH2:28][CH2:29][N:30]([CH2:33][CH2:34][CH2:35][CH2:36][NH:37][C:9](=[O:11])[CH:8]=[CH:7][C:3]3[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=3)[CH2:31][CH2:32]2)[C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[N:20]=[N:19]1

Participants

4

Reactant 3

HCID 65578Oxalyl chlorideHCID 1019843-(3-Pyridinyl)-2-propenoic acidHCID 181874114-(4-Benzotriazol-1-yl-piperidin-1-yl)-butylamine

Product 1

HCID 53979662N-[4-(4-Benzotriazol-1-yl-piperidin-1-yl)-butyl]-3-pyridin-3-yl-acrylamide

Procedure

Batch size: 3.1 g (22.5 mmol) 3-(3-pyridyl)-acrylic acid, 5.4 ml (45 mmol) oxalyl chloride and 5.6 g (20.5 mmol) 4-(4-benzotriazol-1-yl-piperidin-1-yl)-butylamine.

Sources & evidence

ORD record
ord-61dfdcc5476e428a85d20457ec832d32
Source dataset
uspto-grants-2003_07
Patent number
US06593344B1

Reaction notes

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