Lithium Hydroxide → 2-((3S)-6-((1R)-4-(3-Cyano-2-methylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

HRID 237512노트

반응식

HRID 237512 반응식
[Li+].[OH-].[C:3]([C:5]1[C:6]([CH3:36])=[C:7]([C:11]2[CH:19]=[CH:18][C:17]([F:20])=[C:16]3[C:12]=2[CH2:13][CH2:14][C@H:15]3[O:21][C:22]2[CH:35]=[CH:34][C:25]3[C@H:26]([CH2:29][C:30]([O:32]C)=[O:31])[CH2:27][O:28][C:24]=3[CH:23]=2)[CH:8]=[CH:9][CH:10]=1)#[N:4]>O1CCCC1.O.CO>[C:3]([C:5]1[C:6]([CH3:36])=[C:7]([C:11]2[CH:19]=[CH:18][C:17]([F:20])=[C:16]3[C:12]=2[CH2:13][CH2:14][C@H:15]3[O:21][C:22]2[CH:35]=[CH:34][C:25]3[C@H:26]([CH2:29][C:30]([OH:32])=[O:31])[CH2:27][O:28][C:24]=3[CH:23]=2)[CH:8]=[CH:9][CH:10]=1)#[N:4]

참가 물질

6

반응물 2

HCID 3939Lithium HydroxideHCID 86697173Methyl 2-((3S)-6-((1R)-4-(3-cyano-2-methylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate

생성물 1

HCID 866971742-((3S)-6-((1R)-4-(3-Cyano-2-methylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

LiOH×H2O (131 mg) is added to a solution of methyl 2-((3S)-6-((1R)-4-(3-cyano-2-methylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate (119 mg) in tetrahydrofuran (1 mL), water (1 mL) and methanol (1 mL) at room temperature. The mixture is stirred at room temperature for 12 hours. The mixture is concentrated, cooled to 0° C., diluted with water and acidified with 4 M aqueous HCl solution. The resulting mixture is extracted with dichloromethane. The organic phase is dried (MgSO4). The solvent is evaporated to give the title compound. Yield: 103 mg; LC (method 20): tR=6.30 min; Mass spectrum (ESI−): m/z=442 [M−H]−.

후처리

  1. concentrationThe mixture is concentrated
  2. temperaturecooled to 0° C.
  3. additiondiluted with water
  4. extractionThe resulting mixture is extracted with dichloromethane
  5. dry with materialThe organic phase is dried (MgSO4)
  6. customThe solvent is evaporated

출처 및 근거

ORD 기록
ord-46160cd5e42c4161a41619332da8cb59
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642585B2

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