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(S)-(+)-1-Aminopropan-2-ol → HCID 178462353, 화합물

HRID 2114586
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HRID 2114586 반응식
Cl[C:2]1[N:3]=[C:4]2[C:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[Cl:26])=[N:18][NH:17][C:5]2=[N:6][C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=1[F:16].[NH2:27][CH2:28][C@@H:29]([OH:31])[CH3:30]>C(O)C>[Cl:26][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[C:19]1[C:4]2[C:5](=[N:6][C:7]([O:8][C:9]3[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=3[F:16])=[C:2]([NH:27][CH2:28][C@H:29]([OH:31])[CH3:30])[N:3]=2)[NH:17][N:18]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7311736(S)-(+)-1-Aminopropan-2-olHCID 178505887HCID 178505887, 화합물

생성물 1

HCID 178462353HCID 178462353, 화합물수율 11.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a stirring ethanol (100 mL) suspension of 5-Chloro-3-(2-chloro-phenyl)-6-(2,4-difluoro-phenoxy)-1H-pyrazolo[3,4-b]pyrazine (0.66 g, 1.7 mmol) under nitrogen at room temperature was added (S)-1-amino-2-propanol (0.63 g, 8.4 mmol). The reaction mixture was heated to reflux and stirred for 16 hours at reflux. The reaction mixture was cooled and concentrated under reduced pressure. The residue was chromatographed (2% MeOH in hexanes) to yield 82 mg of (R)-1-[3-(2-Chloro-phenyl)-6-(2,4-difluoro-phenoxy)-1H-pyrazolo[3,4-b]pyrazin-5-ylamino]-propan-2-ol. Mass spec., M+1=433.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux
  3. temperatureat reflux
  4. temperatureThe reaction mixture was cooled
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was chromatographed (2% MeOH in hexanes)

출처 및 근거

ORD 기록
ord-341359bc08824ba0a4c8557fc1db43c0
출처 데이터셋
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07435731B2

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