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Ammonia → (2S)-3-[4-(3-amino-5-methylphenyl)-1H-pyrazol-1-yl]-2-hydroxypropanamide

HRID 595293
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HRID 595293 반응식
[NH3:1].FC(F)C1C=CN=C([NH:10][C:11]2[CH:12]=[C:13]([C:18]3[CH:19]=[N:20][N:21]([CH2:23][C@H:24]([OH:29])[C:25](OC)=[O:26])[CH:22]=3)[CH:14]=[C:15]([CH3:17])[CH:16]=2)N=1>>[NH2:10][C:11]1[CH:12]=[C:13]([C:18]2[CH:19]=[N:20][N:21]([CH2:23][C@H:24]([OH:29])[C:25]([NH2:1])=[O:26])[CH:22]=2)[CH:14]=[C:15]([CH3:17])[CH:16]=1
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참가 물질

3

반응물 2

HCID 222AmmoniaHCID 131734585methyl (2S)-3-[4-(3-{[4-(difluoromethyl)pyrimidin-2-yl]amino}-5-methylphenyl)-1H-pyrazol-1-yl]-2-hydroxypropanoate

생성물 1

HCID 118208773(2S)-3-[4-(3-amino-5-methylphenyl)-1H-pyrazol-1-yl]-2-hydroxypropanamide

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온도
60 °C

실험 절차

Ammonia (7.0 M in methanol, 1.5 mL, 10.5 mmol) was added to a flask containing methyl (2S)-3-[4-(3-{[4-(difluoromethyl)pyrimidin-2-yl]amino}-5-methylphenyl)-1H-pyrazol-1-yl]-2-hydroxypropanoate (57.2 mg, 0.14 mmol) and the mixture was stirred overnight at 60° C. The mixture was cooled to room temperature and concentrated under reduced pressure. The residue was purified by reverse phase HPLC (0 to 95% ACN/water with 0.1% TFA modifier) to afford (2S)-3-[4-(3-amino-5-methylphenyl)-1H-pyrazol-1-yl]-2-hydroxypropanamide. MS ESI calcd. for C13H17N4O2 [M+H]+ 261. found 261.

후처리

  1. temperatureThe mixture was cooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was purified by reverse phase HPLC (0 to 95% ACN/water with 0.1% TFA modifier)

출처 및 근거

ORD 기록
ord-b65979517e234067bd5a1d1aec34add2
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09242984B2

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