2,5-Dimethyl-2H-pyrazole-3-carbonyl chloride → 3-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}-4-fluorophenyl methyl carbonate

HRID 2391131

Reaction equation

HRID 2391131 reaction equation
Cl.[C:2](=[O:14])([O:12][CH3:13])[O:3][C:4]1[CH:9]=[CH:8][C:7]([F:10])=[C:6]([NH2:11])[CH:5]=1.[CH3:15][N:16]1[C:20]([C:21](Cl)=[O:22])=[CH:19][C:18]([CH3:24])=[N:17]1>CN(C)C(=O)C>[C:2](=[O:14])([O:12][CH3:13])[O:3][C:4]1[CH:9]=[CH:8][C:7]([F:10])=[C:6]([NH:11][C:21]([C:20]2[N:16]([CH3:15])[N:17]=[C:18]([CH3:24])[CH:19]=2)=[O:22])[CH:5]=1

Participants

4

Reactant 2

HCID 27362992,5-Dimethyl-2H-pyrazole-3-carbonyl chlorideHCID 574410313-Amino-4-fluorophenyl methyl carbonate hydrochloride

Product 1

HCID 575054333-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}-4-fluorophenyl methyl carbonateYield 87.2%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Using a solution of 3-amino-4-fluorophenyl methyl carbonate hydrochloride (740 mg, 3.34 mmol) and 1,3-dimethyl-1H-pyrazole-5-carbonylchloride (556 mg, 3.51 mmol) in N,N-dimethylacetamide (10 mL), and by a reaction in the same manner as in Example 148, the title compound (895 mg, 87%) was obtained as a white powder.

Workup

  1. customby a reaction in the same manner as in Example 148

Sources & evidence

ORD record
ord-22ec008f638241d98d6e3442ebba87d3
Source dataset
uspto-grants-2012_09
Patent number
US08273741B2

Linked notes

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