Oxalyl chloride → HCID 69687009, compound

HRID 1070752Notes

Reaction equation

HRID 1070752 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]([O:22][C:23]([N:25]1[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][NH2:33])[CH2:27][CH2:26]1)=[O:24])([CH3:21])([CH3:20])[CH3:19]>ClCCl>[C:18]([O:22][C:23]([N:25]1[CH2:26][CH2:27][N:28]([CH2:31][CH2:32][NH:33][C:9](=[O:11])[CH:8]=[CH:7][C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)[CH2:29][CH2:30]1)=[O:24])([CH3:21])([CH3:20])[CH3:19]

Participants

5

Reactant 3

HCID 65578Oxalyl chlorideHCID 1019843-(3-Pyridinyl)-2-propenoic acidHCID 1514400tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate

Product 1

HCID 69687009HCID 69687009, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Batch size: 36.1 g (242 mmol) 3-(3-pyridyl)-acrylic acid, 23.1 ml (264 mmol) oxalyl chloride, 50 g (15.4 mmol) 2-[4-(tert-but-oxycarbonyl)-piperazin-1-yl]-ethylamine and 30.4 ml (220 mmol) TEA in 400 ml absolute dichloromethane.

Sources & evidence

ORD record
ord-09179638e3b04a42bd87807c42e69ce8
Source dataset
uspto-grants-2005_06
Patent number
US06903118B1

Reaction notes

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