Hydrochloric Acid → HCID 178496730、化合物

HRID 1099471ノート

反応式

HRID 1099471 の反応式
C([O:3][C:4](=[O:41])[CH2:5][C@H:6]1[CH2:11][CH2:10][C@H:9]([NH:12][C:13](=[O:40])[CH:14]([CH:34]2[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]2)[N:15]2[C:19]3[CH:20]=[CH:21][C:22]([F:24])=[CH:23][C:18]=3[N:17]=[C:16]2[C@H:25]([O:32][CH3:33])[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:8][CH2:7]1)C.[Li+].[OH-].Cl>C(#N)C>[CH:34]1([CH:14]([N:15]2[C:19]3[CH:20]=[CH:21][C:22]([F:24])=[CH:23][C:18]=3[N:17]=[C:16]2[C@H:25]([O:32][CH3:33])[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:13]([NH:12][C@H:9]2[CH2:8][CH2:7][C@H:6]([CH2:5][C:4]([OH:41])=[O:3])[CH2:11][CH2:10]2)=[O:40])[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 178471810HCID 178471810、化合物

生成物 1

HCID 178496730HCID 178496730、化合物収率 76%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
110 °C

実験手順

To a solution of (trans-4-{2-cyclohexyl-2-[5-fluoro-2-((R)-methoxy-phenyl-methyl)-benzoimidazol-1-yl]-acetylamino}-cyclohexyl)-acetic acid ethyl ester (190 mg, 0.34 mmol, 1.0 equiv) in acetonitrile (3 mL) was added a solution of 1 M LiOH (2 mL) and the reaction mixture heated by microwave irradiation to 110° C. for 30 min. A solution of 1 M HCl (25 mL) was added, the organic solvents removed by evaporation under reduced pressure and the residue extracted with ethyl acetate. The organic layer was washed with water, dried over Na2SO4 and concentrated by evaporation under reduced pressure yielding 138 mg (76%) of the title compound. MS (ISP): 536.4 [M+H]+.

後処理

  1. customthe organic solvents removed by evaporation under reduced pressure
  2. extractionthe residue extracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated by evaporation under reduced pressure

出典と根拠

ORDレコード
ord-42495dc82c9e4c638eedddaddafd1b34
出典データセット
uspto-grants-2012_03
特許番号
US08143422B2

反応ノート

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