Lithium Hydroxide → 3-[4-(azetidin-1-ylcarbonyl)-2-fluorophenoxy]-5-[(1S)-2-hydroxy-1-methylethoxy]benzoic acid

HRID 20504노트

반응식

HRID 20504 반응식
[N:1]1([C:5]([C:7]2[CH:28]=[CH:27][C:10]([O:11][C:12]3[CH:13]=[C:14]([CH:19]=[C:20]([O:22][C@@H:23]([CH3:26])[CH2:24][OH:25])[CH:21]=3)[C:15]([O:17]C)=[O:16])=[C:9]([F:29])[CH:8]=2)=[O:6])[CH2:4][CH2:3][CH2:2]1.[OH-].[Li+]>C1COCC1.O>[N:1]1([C:5]([C:7]2[CH:28]=[CH:27][C:10]([O:11][C:12]3[CH:13]=[C:14]([CH:19]=[C:20]([O:22][C@@H:23]([CH3:26])[CH2:24][OH:25])[CH:21]=3)[C:15]([OH:17])=[O:16])=[C:9]([F:29])[CH:8]=2)=[O:6])[CH2:4][CH2:3][CH2:2]1

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 59346922Methyl 3-[4-(azetidin-1-ylcarbonyl)-2-fluorophenoxy]-5-[(1S)-2-hydroxy-1-methylethoxy]benzoate

생성물 1

HCID 593468833-[4-(azetidin-1-ylcarbonyl)-2-fluorophenoxy]-5-[(1S)-2-hydroxy-1-methylethoxy]benzoic acid

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

Methyl 3-[4-(azetidin-1-ylcarbonyl)-2-fluorophenoxy]-5-[(1S)-2-hydroxy-1-methylethoxy]benzoate (100 mg, 0.25 mmol) was dissolved in THF (2.0 mL and water (0.2 mL) and solid lithium hydroxide (21 mg, 0.5 mmol) added. The resultant mixture was stirred at ambient temperature for 16 hours. Water (10 mL) was added and the mixture partially reduced in vacuo and then extracted with ethyl acetate. The aqueous liquors were acidified with 1M hydrochloric acid and re-extracted with ethyl acetate (2×10 mL). The extracts were combined, washed with brine, dried (MgSO4), filtered, and evaporated in vacuo to give the crude product which was used without further purification (70 mg).

후처리

  1. additionadded
  2. extractionextracted with ethyl acetate
  3. extractionre-extracted with ethyl acetate (2×10 mL)
  4. washwashed with brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-1ecbd50443124bb3bd783689e52ee0b1
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745475B2

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