Ammonium Chloride → (R)-2-(4-Amino-3-(5-cyclopropyl-1H-pyrazol-3-ylamino)-2,6-difluorophenylamino)-2-(4-fluorophenyl)ethanol

HRID 1092254ノート

反応式

HRID 1092254 の反応式
[Cl-].[NH4+].[CH:3]1([C:6]2[NH:10][N:9]=[C:8]([NH:11][C:12]3[C:13]([F:33])=[C:14]([NH:22][C@H:23]([C:26]4[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=4)[CH2:24][OH:25])[C:15]([F:21])=[CH:16][C:17]=3[N+:18]([O-])=O)[CH:7]=2)[CH2:5][CH2:4]1.C([O-])(=O)C.[NH4+]>CO.C1COCC1.[Zn]>[NH2:18][C:17]1[CH:16]=[C:15]([F:21])[C:14]([NH:22][C@H:23]([C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)[CH2:24][OH:25])=[C:13]([F:33])[C:12]=1[NH:11][C:8]1[CH:7]=[C:6]([CH:3]2[CH2:5][CH2:4]2)[NH:10][N:9]=1

参加物

6

反応物 3

HCID 25517Ammonium ChlorideHCID 517165Ammonium AcetateHCID 86621772(R)-2-(3-(5-cyclopropyl-1H-pyrazol-3-ylamino)-2,6-difluoro-4-nitrophenylamino)-2-(4-fluorophenyl)ethanol

生成物 1

HCID 86621764(R)-2-(4-Amino-3-(5-cyclopropyl-1H-pyrazol-3-ylamino)-2,6-difluorophenylamino)-2-(4-fluorophenyl)ethanol

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 21899815MeOH tetrahydrofuran溶媒

反応条件

温度
25 °C

実験手順

A solution of saturated ammonium chloride (4 ml) was added slowly to a suspension (R)-2-(3-(5-cyclopropyl-1H-pyrazol-3-ylamino)-2,6-difluoro-4-nitrophenylamino)-2-(4-fluorophenyl)ethanol (Method 105, 0.250 g, 0.577 mmol) and zinc dust (0.189 g, 2.88 mmol) in MeOH/THF (10 ml, 1:1). The mixture was stirred at 25° C. for 5 minutes. Saturated ammonium acetate solution (5 ml) was added and the mixture was stirred for another 30 minutes. Zn dust was removed by filtration and the cake was washed with EtOAc (15 ml). The organic layer was separated and dried over sodium sulfate. After removal of solvent, the product was used directly for the next step without further purification.

後処理

  1. stirringthe mixture was stirred for another 30 minutes
  2. customZn dust was removed by filtration
  3. washthe cake was washed with EtOAc (15 ml)
  4. customThe organic layer was separated
  5. dry with materialdried over sodium sulfate
  6. customAfter removal of solvent
  7. customthe product was used directly for the next step without further purification

出典と根拠

ORDレコード
ord-0d3be8aaa4c84d719d1fd93929986331
出典データセット
uspto-grants-2012_03
特許番号
US08129403B2

反応ノート

読み込み中…