Dimethylformamide → HCID 53937558, compound

HRID 1953219Notes

Reaction equation

HRID 1953219 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 step G without isolation.

Sources & evidence

ORD record
ord-7344a98e187d4b6e81626a7c568a0034
Source dataset
uspto-grants-2000_09
Patent number
US06114568

Reaction notes

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