Lithium hydroxide, monohydrate → HCID 67297078, 화합물

HRID 1807124노트

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HRID 1807124 반응식
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

참가 물질

5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 59249477HCID 59249477, 화합물

생성물 1

HCID 67297078HCID 67297078, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

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온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d55a56819ec048738cb97d287a1089e9
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354444B2

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