Potassium Carbonate → phenyl 1-p-Tolyl-3-(trifluoromethyl)-1H-pyrazol-5-ylcarbamate

HRID 631502노트

반응식

HRID 631502 반응식
[C:1]1([CH3:17])[CH:6]=[CH:5][C:4]([N:7]2[C:11]([NH2:12])=[CH:10][C:9]([C:13]([F:16])([F:15])[F:14])=[N:8]2)=[CH:3][CH:2]=1.C([O-])([O-])=O.[K+].[K+].Cl[C:25]([O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:26]>C1COCC1>[C:1]1([CH3:17])[CH:2]=[CH:3][C:4]([N:7]2[C:11]([NH:12][C:25](=[O:26])[O:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[CH:10][C:9]([C:13]([F:15])([F:16])[F:14])=[N:8]2)=[CH:5][CH:6]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 15891Phenyl chloroformateHCID 50896499HCID 50896499, 화합물

생성물 1

HCID 58267955phenyl 1-p-Tolyl-3-(trifluoromethyl)-1H-pyrazol-5-ylcarbamate수율 104.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

According to the procedure described in Example 161C, to a solution of 1-p-tolyl-3-(trifluoromethyl)-1H-pyrazol-5-amine (2.237 g, 9.57 mmol) in THF (25 mL) and K2CO3 (2.48 g, 18.5 mmol) was added phenyl chloroformate (1.887 g, 12.1 mmol). The crude product was purified by silica gel chromatography with 5-20% EtOAc/hexane as eluants to afford phenyl 1-p-Tolyl-3-(trifluoromethyl)-1H-pyrazol-5-ylcarbamate as solid (3.614 g, 94%). 1H NMR (300 MHz, CDCl3) δ 7.40 (m, 6H), 7.26 (m, 2H), 7.24 (m, 2H), 6.86 (s, 1H), 2.46 (s, 3H); LC-MS (ESI) m/z 362 (M+H)+.

후처리

  1. customThe crude product was purified by silica gel chromatography with 5-20% EtOAc/hexane as eluants

출처 및 근거

ORD 기록
ord-5df98247534148efbcdb2c36bbe9b667
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09320739B2

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