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 237512ノート

反応式

HRID 237512 の反応式
[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]

参加物

6

反応物 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

生成物 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

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

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]−.

後処理

  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

出典と根拠

ORDレコード
ord-46160cd5e42c4161a41619332da8cb59
出典データセット
uspto-grants-2014_02
特許番号
US08642585B2

反応ノート

読み込み中…