Dimethylformamide → HCID 53937558, compound

HRID 1596013Notes

Reaction equation

HRID 1596013 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][CH2:7][N:8]([S:18]([C:21]1[CH:26]=[CH:25][C:24]([O:27][C:28]2[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=2)=[CH:23][CH:22]=1)(=[O:20])=[O:19])[C:9]1([C:15](O)=[O:16])[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1)=[O:5])[CH3:2].C(Cl)(=O)C([Cl:38])=O.CN(C)C=O>ClCCl>[CH2:1]([O:3][C:4](=[O:5])[CH2:6][CH2:7][N:8]([C:9]1([C:15]([Cl:38])=[O:16])[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1)[S:18]([C:21]1[CH:26]=[CH:25][C:24]([O:27][C:28]2[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=2)=[CH:23][CH:22]=1)(=[O:20])=[O:19])[CH3:2]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 21705592HCID 21705592, compound

Product 1

HCID 53937558HCID 53937558, 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-72e561fbedbc4976aedba3f67eea3ec6
Source dataset
uspto-grants-2001_09
Patent number
US06288246B1

Reaction notes

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