Ethanol → N-[(1S)-2-({5-[6-(cyclopropylmethoxy)-1,3-benzoxazol-2-yl]-1H-pyrazol-3-yl}oxy)-1-methylethyl]acetamide

HRID 1026224노트

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HRID 1026224 반응식
C([N:8]1[C:12]([C:13]2[O:14][C:15]3[CH:21]=[C:20]([O:22][CH2:23][CH:24]4[CH2:26][CH2:25]4)[CH:19]=[CH:18][C:16]=3[N:17]=2)=[CH:11][C:10]([O:27][CH2:28][C@@H:29]([NH:31][C:32](=[O:34])[CH3:33])[CH3:30])=[N:9]1)C1C=CC=CC=1.C(O)C>[OH-].[OH-].[Pd+2].C1COCC1>[CH:24]1([CH2:23][O:22][C:20]2[CH:19]=[CH:18][C:16]3[N:17]=[C:13]([C:12]4[NH:8][N:9]=[C:10]([O:27][CH2:28][C@@H:29]([NH:31][C:32](=[O:34])[CH3:33])[CH3:30])[CH:11]=4)[O:14][C:15]=3[CH:21]=2)[CH2:25][CH2:26]1

참가 물질

5

반응물 2

HCID 702EthanolHCID 67778187HCID 67778187, 화합물

생성물 1

HCID 67777673N-[(1S)-2-({5-[6-(cyclopropylmethoxy)-1,3-benzoxazol-2-yl]-1H-pyrazol-3-yl}oxy)-1-methylethyl]acetamide수율 24.2%

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

Under a hydrogen atmosphere, a mixture of N-[(1S)-2-({1-benzyl-5-[6-(cyclopropylmethoxy)-1,3-benzoxazol-2-yl]-1H-pyrazol-3-yl}oxy)-1-methylethyl]acetamide (120 mg), 20% palladium hydroxide/carbon (containing water (50%), 60 mg), ethanol (5 mL) and THF (3 mL) was stirred at 50° C. for 4 hr. The catalyst was removed by filtration, and the obtained filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (23.4 mg).

후처리

  1. customThe catalyst was removed by filtration
  2. concentrationthe obtained filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-bb33dedafc3544a2af69efa787e0fd09
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08729102B2

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