Ammonium Chloride → tert-butyl (+/-)-4-(4-amino-1-(2,2,2-trifluoroethyl)-1H-pyrazol-5-yl)-2-methylpiperazine-1-carboxylate

HRID 1915896노트

반응식

HRID 1915896 반응식
[CH3:1][CH:2]1[CH2:7][N:6]([C:8]2[N:12]([CH2:13][C:14]([F:17])([F:16])[F:15])[N:11]=[CH:10][C:9]=2[N+:18]([O-])=O)[CH2:5][CH2:4][N:3]1[C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22].[NH4+].[Cl-]>CO.O.[Zn]>[NH2:18][C:9]1[CH:10]=[N:11][N:12]([CH2:13][C:14]([F:16])([F:17])[F:15])[C:8]=1[N:6]1[CH2:5][CH2:4][N:3]([C:21]([O:23][C:24]([CH3:27])([CH3:25])[CH3:26])=[O:22])[CH:2]([CH3:1])[CH2:7]1

참가 물질

6

반응물 2

HCID 25517Ammonium ChlorideHCID 86680103(+/-) tert-butyl 2-methyl-4-(4-nitro-1-(2,2,2-trifluoroethyl)-1H-pyrazol-5-yl)piperazine-1-carboxylate

생성물 1

HCID 86680104tert-butyl (+/-)-4-(4-amino-1-(2,2,2-trifluoroethyl)-1H-pyrazol-5-yl)-2-methylpiperazine-1-carboxylate수율 88%

시약·촉매·용매 3

HCID 23994Zinc촉매HCID 887Methanol용매HCID 962Water용매

실험 절차

To a solution of (±) tert-butyl 2-methyl-4-(4-nitro-1-(2,2,2-trifluoroethyl)-1H-pyrazol-5-yl)piperazine-1-carboxylate (370 mg, 0.94 mmol) in MeOH (15 mL) and H2O (3 mL) was added zinc (362 mg, 5.6 mmol) and NH4Cl (400 mg, 7.5 mmol). The reaction mixture was stirred at ambient temperature for 4 hours, filtered through Celite, and evaporated under reduced pressure to afford tert-butyl (±)-4-(4-amino-1-(2,2,2-trifluoroethyl)-1H-pyrazol-5-yl)-2-methylpiperazine-1-carboxylate as yellow solid (300 mg, 88%). MS (ESI) m/z: 364 [M+H+].

후처리

  1. filtrationfiltered through Celite
  2. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-2af3301459c04334b1a2afaa69365502
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08614206B2

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