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Sodium Hydroxide → N-[5-(4-{5-[(8aS)-Hexahydropyrrolo[1,2-a]pyrazin-2(1H)-ylmethyl]-1,3,4-oxadiazol-2-yl}-1H-indazol-6-yl)-2-(methyloxy)-3-pyridinyl]methanesulfonamide

HRID 38889
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HRID 38889 반응식
[CH2:1]1[N:6]([CH2:7][C:8]2[O:12][C:11]([C:13]3[CH:21]=[C:20]([C:22]4[CH:23]=[C:24]([NH:30][S:31]([CH3:34])(=[O:33])=[O:32])[C:25]([O:28][CH3:29])=[N:26][CH:27]=4)[CH:19]=[C:18]4[C:14]=3[CH:15]=[N:16][N:17]4S(C3C=CC=CC=3)(=O)=O)=[N:10][N:9]=2)[CH2:5][CH2:4][N:3]2[CH2:44][CH2:45][CH2:46][C@@H:2]12.[OH-].[Na+]>O1CCOCC1>[CH2:1]1[N:6]([CH2:7][C:8]2[O:12][C:11]([C:13]3[CH:21]=[C:20]([C:22]4[CH:23]=[C:24]([NH:30][S:31]([CH3:34])(=[O:32])=[O:33])[C:25]([O:28][CH3:29])=[N:26][CH:27]=4)[CH:19]=[C:18]4[C:14]=3[CH:15]=[N:16][NH:17]4)=[N:10][N:9]=2)[CH2:5][CH2:4][N:3]2[CH2:44][CH2:45][CH2:46][C@@H:2]12
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 66693044N-[5-[4-{5-[(8aS)-Hexahydropyrrolo[1,2-a]pyrazin-2(1H)-ylmethyl]-1,3,4-oxadiazol-2-yl}-1-(phenylsulfonyl)-1H-indazol-6-yl]-2-(methyloxy)-3-pyridinyl]methanesulfonamide

생성물 1

HCID 66695909N-[5-(4-{5-[(8aS)-Hexahydropyrrolo[1,2-a]pyrazin-2(1H)-ylmethyl]-1,3,4-oxadiazol-2-yl}-1H-indazol-6-yl)-2-(methyloxy)-3-pyridinyl]methanesulfonamide수율 34.7%

시약·촉매·용매 1

HCID 31275
1,4-Dioxane
용매

실험 절차

N-[5-[4-{5-[(8aS)-Hexahydropyrrolo[1,2-a]pyrazin-2(1H)-ylmethyl]-1,3,4-oxadiazol-2-yl}-1-(phenylsulfonyl)-1H-indazol-6-yl]-2-(methyloxy)-3-pyridinyl]methanesulfonamide (95 mg, 0.143 mmol) was dissolved in 1,4-dioxane (1 ml) and sodium hydroxide (1 ml, 0.143 mmol) was added. The mixture was stirred at room temperature for 1 h. The mixture was dried down under a stream of nitrogen and the residue partitioned between ethyl acetate (5 ml) and saturated ammonium chloride (2 ml). The organic layer was separated, dried by passing through a hydrophobic frit and the solvent removed in vacuo to give an orange oil. This was triturated with cyclohexane to give the title compound as an orange solid (26 mg).

후처리

  1. customThe mixture was dried down under a stream of nitrogen
  2. customthe residue partitioned between ethyl acetate (5 ml) and saturated ammonium chloride (2 ml)
  3. customThe organic layer was separated
  4. customdried
  5. customthe solvent removed in vacuo
  6. customto give an orange oil
  7. customThis was triturated with cyclohexane

출처 및 근거

ORD 기록
ord-99047ce09a1946caaa45e32ba561e8ad
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08524751B2

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