Dimethylcarbamoyl Chloride → HCID 66725388, compound

HRID 559793Notes

Reaction equation

HRID 559793 reaction equation
[CH3:1][S:2]([C:5]1[CH:36]=[CH:35][C:8]([CH2:9][NH:10][C:11]([C:13]2[C:14](=[O:34])[N:15]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[CH:25]=3)[C:16]([CH3:23])=[C:17]([C:19]([NH:21][NH2:22])=[O:20])[CH:18]=2)=[O:12])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[CH3:37][N:38]([CH3:42])[C:39](Cl)=[O:40]>C1COCC1>[CH3:37][N:38]([C:39]([NH:22][NH:21][C:19]([C:17]1[CH:18]=[C:13]([C:11]([NH:10][CH2:9][C:8]2[CH:35]=[CH:36][C:5]([S:2]([CH3:1])(=[O:3])=[O:4])=[CH:6][CH:7]=2)=[O:12])[C:14](=[O:34])[N:15]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:31])([F:33])[F:32])[CH:25]=2)[C:16]=1[CH3:23])=[O:20])=[O:40])[CH3:42]

Participants

4

Reactant 2

HCID 6598Dimethylcarbamoyl ChlorideHCID 66725214HCID 66725214, compound

Product 1

HCID 66725388HCID 66725388, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

To 5-hydrazinocarbonyl-6-methyl-2-oxo-1-(3-trifluoromethyl-phenyl)-1,2-dihydro-pyridine-3-carboxylic acid 4-methanesulfonyl-benzylamide (0.030 g, 0.057 mmol) in THF (10 ml) was added N,N-dimethylcarbamoyl chloride (0.0247 g, 0.23 mmol) and the mixture was stirred at 50° C. for 3 h. The mixture was evaporated and the residue was purified by preparative HPLC giving 0.020 g (60%) of the title compound.

Workup

  1. customThe mixture was evaporated
  2. customthe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-9ec4971c694f4945a48827b8e960d8f0
Source dataset
uspto-grants-2011_11
Patent number
US08063073B2

Reaction notes

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