Dimethylformamide → HCID 54374693, compound

HRID 1596019Notes

Reaction equation

HRID 1596019 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][CH2:7][N:8]([S:20]([C:23]1[CH:28]=[CH:27][C:26]([O:29][C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=2)=[CH:25][CH:24]=1)(=[O:22])=[O:21])[C:9]1([C:17](O)=[O:18])[CH2:15][CH:14]2[O:16][CH:11]([CH2:12][CH2:13]2)[CH2:10]1)=[O:5])[CH3:2].C(Cl)(=O)C([Cl:40])=O.CN(C)C=O>ClCCl>[CH2:1]([O:3][C:4](=[O:5])[CH2:6][CH2:7][N:8]([C:9]1([C:17]([Cl:40])=[O:18])[CH2:15][CH:14]2[O:16][CH:11]([CH2:12][CH2:13]2)[CH2:10]1)[S:20]([C:23]1[CH:28]=[CH:27][C:26]([O:29][C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=2)=[CH:25][CH:24]=1)(=[O:22])=[O:21])[CH3:2]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 21705576HCID 21705576, compound

Product 1

HCID 54374693HCID 54374693, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (15.1 mmol) of the product from Step E in 73 mL of dichloromethane is treated with 1.4 mL (17 mmol, 1.1 equivalents) of oxalyl chloride and 0.02 mL (0.3 mmol, 0.02 equivalents) of dimethylformamide at ambient temperature, causing some bubbling, and is stirred overnight. The resulting solution of the title compound is used in the next step without isolation.

Sources & evidence

ORD record
ord-706d6ac07a3a42d9b50541411911b5db
Source dataset
uspto-grants-2001_09
Patent number
US06288246B1

Reaction notes

Loading…