Lithium hydroxide, monohydrate → HCID 67297078、化合物

HRID 1807124ノート

反応式

HRID 1807124 の反応式
C[O:2][C:3](=[O:41])[CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]([C@H:13]2[C@H:17]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:19]=3[F:25])[C@:16]([C:28]3[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][C:29]=3[F:35])([C:26]#[N:27])[C@H:15]([CH2:36][C:37]([CH3:40])([CH3:39])[CH3:38])[NH:14]2)=[O:12])[CH2:7][CH2:6]1.O[Li].O>CO.O>[ClH:24].[Cl:24][C:20]1[C:19]([F:25])=[C:18]([C@@H:17]2[C@:16]([C:28]3[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][C:29]=3[F:35])([C:26]#[N:27])[C@H:15]([CH2:36][C:37]([CH3:40])([CH3:39])[CH3:38])[NH:14][C@H:13]2[C:11]([N:8]2[CH2:7][CH2:6][CH:5]([CH2:4][C:3]([OH:41])=[O:2])[CH2:10][CH2:9]2)=[O:12])[CH:23]=[CH:22][CH:21]=1

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 59249477HCID 59249477、化合物

生成物 1

HCID 67297078HCID 67297078、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

To a stirred solution of rac {1-[(2R,3S,4R,5S)-3-(3-Chloro-2-fluoro-phenyl)-4-(4-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carbonyl]-piperidin-4-yl}-acetic acid methyl ester (556 mg, 0.92 mmol) in methanol (8 mL), LiOH.H2O (Aldrich, 80 mg) in 1 mL of water was added. The mixture was stirred at 60° C. overnight. The reaction was quenched with addition of water. The mixture was filtered and the filtrate was concentrated to removed methanol. The aqueous layer was washed with EtOAc (2×5 mL) and acidified with 3N HCl. The mixture was then extracted with EtOAc (3×6 mL). The extracts were combined and dried over sodium sulfate and concentrated to give a white solid. 649 mg.

後処理

  1. customThe reaction was quenched with addition of water
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate was concentrated
  4. customto removed methanol
  5. washThe aqueous layer was washed with EtOAc (2×5 mL)
  6. extractionThe mixture was then extracted with EtOAc (3×6 mL)
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated
  9. customto give a white solid

出典と根拠

ORDレコード
ord-d55a56819ec048738cb97d287a1089e9
出典データセット
uspto-grants-2013_01
特許番号
US08354444B2

反応ノート

読み込み中…