Dimethylformamide → HCID 86720682, compound

HRID 1844549Notes

Reaction equation

HRID 1844549 reaction equation
[CH3:1][N:2]([CH:4]=O)[CH3:3].[CH3:6][O:7][N:8]([CH3:35])[C:9]([C:11]1[S:12][C:13]([C:17]2[CH:18]=[C:19]([C:25]3[CH:30]=[CH:29][C:28]([S:31](=[O:34])(=[O:33])[NH2:32])=[CH:27][CH:26]=3)[C:20]([O:23][CH3:24])=[CH:21][CH:22]=2)=[C:14]([CH3:16])[N:15]=1)=[O:10]>C(OCC)(=O)C>[CH3:1][N:2]([CH:4]=[N:32][S:31]([C:28]1[CH:29]=[CH:30][C:25]([C:19]2[C:20]([O:23][CH3:24])=[CH:21][CH:22]=[C:17]([C:13]3[S:12][C:11]([C:9]([N:8]([O:7][CH3:6])[CH3:35])=[O:10])=[N:15][C:14]=3[CH3:16])[CH:18]=2)=[CH:26][CH:27]=1)(=[O:34])=[O:33])[CH3:3]

Participants

4

Reactant 2

HCID 6228DimethylformamideHCID 86720681HCID 86720681, compound

Product 1

HCID 86720682HCID 86720682, compoundYield 76.33%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

DMF (0.7 ml) and DMF acetal (0.22 g, 0.25 ml, 1.88 mmol) were added subsequently to a solution of N-methoxy-5-(6-methoxy-4′-sulfamoyl-[1,1′-biphenyl]-3-yl)-N,4-dimethylthiazole-2-carboxamide (8c, 0.70 g, 1.56 mmol) in ethyl acetate (12 ml) at room temperature. The reaction mixture was then stirred at room temperature for 15 hr under nitrogen atmosphere. The progress of the reaction was monitored by TLC. The solid obtained was filtered and washed with ether (10 ml) to obtain the title compound 8d (0.60 g, 76.33%).

Workup

  1. customThe solid obtained
  2. filtrationwas filtered
  3. washwashed with ether (10 ml)

Sources & evidence

ORD record
ord-e02a82f0253043d29b2893f4198e47c6
Source dataset
uspto-grants-2015_02
Patent number
US08946432B2

Reaction notes

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