Dimethylformamide → HCID 54374693, compound

HRID 1976917Notes

Reaction equation

HRID 1976917 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 mmoles 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 step G without isolation.

Sources & evidence

ORD record
ord-4cb6b14ae0f14e17a27e5a10340ee937
Source dataset
uspto-grants-2001_05
Patent number
US06229025B1

Reaction notes

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