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

HRID 1915896ノート

反応式

HRID 1915896 の反応式
[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

参加物

6

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 23994Zinc触媒HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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+].

後処理

  1. filtrationfiltered through Celite
  2. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-2af3301459c04334b1a2afaa69365502
出典データセット
uspto-grants-2013_12
特許番号
US08614206B2

反応ノート

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