Phenyl chloroformate → phenyl 1-m-tolyl-3-(trifluoromethyl)-1H-pyrazol-5-ylcarbamate

HRID 631695

Reaction equation

HRID 631695 reaction equation
[C:1]1([CH3:17])[CH:6]=[CH:5][CH:4]=[C:3]([N:7]2[C:11]([NH2:12])=[CH:10][C:9]([C:13]([F:16])([F:15])[F:14])=[N:8]2)[CH:2]=1.Cl[C:19]([O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:20]>>[C:1]1([CH3:17])[CH:6]=[CH:5][CH:4]=[C:3]([N:7]2[C:11]([NH:12][C:19](=[O:20])[O:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:10][C:9]([C:13]([F:15])([F:14])[F:16])=[N:8]2)[CH:2]=1

Participants

3

Reactant 2

HCID 15891Phenyl chloroformateHCID 668768041-m-tolyl-3-(trifluoromethyl)-1H-pyrazol-5-amine

Product 1

HCID 66876129phenyl 1-m-tolyl-3-(trifluoromethyl)-1H-pyrazol-5-ylcarbamateYield 58%

Procedure

Following the procedure in Example 118A, 1-m-tolyl-3-(trifluoromethyl)-1H-pyrazol-5-amine (380 mg, 1.58 mmol) and phenyl chloroformate (0.60 mL, 4.74 mmol) were reacted to give phenyl 1-m-tolyl-3-(trifluoromethyl)-1H-pyrazol-5-ylcarbamate (330 mg, 0.91 mmol, 58%). 1H NMR (300 MHz, DMSO-d6) δ 10.4 (br s, 1H), 7.62-6.85 (m, 10H), 2.46 (s, 3H); LC-MS (ESI) m/z 362 (M+H)+.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-eff5608bdd2a4a36ac25383d348a07f4
Source dataset
uspto-grants-2016_04
Patent number
US09320739B2

Linked notes

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