Hydrochloric Acid → HCID 178521095, 화합물

HRID 2114571노트

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HRID 2114571 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:16]2[C:11](=[N:12][C:13]([O:26][C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][C:28]=3[F:34])=[N:14][C:15]=2[O:17][CH2:18][C@H:19]2[CH2:23][O:22]C(C)(C)[O:20]2)[NH:10][N:9]=1.Cl>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:16]2[C:11](=[N:12][C:13]([O:26][C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][C:28]=3[F:34])=[N:14][C:15]=2[O:17][CH2:18][C@@H:19]([OH:20])[CH2:23][OH:22])[NH:10][N:9]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 178431482(S)-3-(2-Chloro-phenyl)-6-(2,4-difluoro-phenoxy)-4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-1H-pyrazolo[3,4-d]pyrimidine

생성물 1

HCID 178521095HCID 178521095, 화합물수율 69.2%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

(S)-3-(2-Chloro-phenyl)-6-(2,4-difluoro-phenoxy)-4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-1H-pyrazolo[3,4-d]pyrimidine (1.395 g) was taken up in 30 mL dioxane, and 25 mL of 4N HCl was added. The reaction mixture was stirred at room temperature for 25 minutes, and then the reaction mixture was partitioned between water (100 mL) and EtOAc (300 mL). The organic phase was washed with brine, dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was eluted through silica gel with 30% EtOAc in methylene chloride to provide 886.4 mg of (S)-3-[3-(2-Chloro-phenyl)-6-(2,4-difluoro-phenoxy)-1H-pyrazolo[3,4-d]pyrimidin-4-yloxy]-propane-1,2-diol. Mass Spec. M+H=449. Mp.=179.2-181.3° C.

후처리

  1. customthe reaction mixture was partitioned between water (100 mL) and EtOAc (300 mL)
  2. washThe organic phase was washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. washThe residue was eluted through silica gel with 30% EtOAc in methylene chloride

출처 및 근거

ORD 기록
ord-98917eab6ee84b9eb75c69d268ae03d1
출처 데이터셋
uspto-grants-2008_10
특허 번호
US07435731B2

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