Water → HCID 66862914, compound

HRID 253053Notes

Reaction equation

HRID 253053 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)=[C:11](OCC(OC)=O)[C:10]([C:26](=[O:33])[NH:27][N:28]2[CH2:32][CH2:31][CH2:30][CH2:29]2)=[N:9]1.[NH3:34].[CH3:35][OH:36].[C:37](OCC)(=O)C.[OH2:43]>CO>[C:35]([CH2:37][O:43][C:11]1[C:10]([C:26](=[O:33])[NH:27][N:28]2[CH2:32][CH2:31][CH2:30][CH2:29]2)=[N:9][N:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[C:12]=1[C:13]1[CH:14]=[CH:15][C:16]([Cl:19])=[CH:17][CH:18]=1)(=[O:36])[NH2:34]

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 21705897Ammonia methanolHCID 66863341HCID 66863341, compound

Product 1

HCID 66862914HCID 66862914, compoundYield 11%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of the compound obtained in Example 26 (50 mg) in methanol (5 mL) was added 6N-ammonia-methanol (1 mL) and the mixture was stirred at room temperature overnight. To the reaction mixture was added ethyl acetate and water and the mixture was stirred. The organic layer was separated and concentrated in vacuo. The resultant crude product was purified by column chromatography on silica gel (solvent: hexane/ethyl acetate=50/50 to 30/70) to obtain 4-carbamoylmethoxy-1-(2-chlorophenyl)-5-(4-chlorophenyl)-3-[N-(1-pyrrolidinyl)carbamoyl]-1H-pyrazole (10.2 mg, yield: 11%) as a pale yellow solid.

Workup

  1. stirringthe mixture was stirred
  2. customThe organic layer was separated
  3. concentrationconcentrated in vacuo
  4. customThe resultant crude product was purified by column chromatography on silica gel (solvent: hexane/ethyl acetate=50/50 to 30/70)

Sources & evidence

ORD record
ord-a00c318d5a1d466198b0a02fb6831f23
Source dataset
uspto-grants-2011_01
Patent number
US07872006B2

Reaction notes

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