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

HRID 1092254노트

반응식

HRID 1092254 반응식
[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

참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 21899815MeOH tetrahydrofuran용매

반응 조건

온도
25 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0d3be8aaa4c84d719d1fd93929986331
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08129403B2

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