Sodium Hydroxide → (R)-(+)-3-[4-(5-Methyl-1,3,4-oxadiazol-2-yl)phenoxy]-5-[(1-methyl-2-oxo-pyrrolidin-3-yl)oxy]benzoic acid

HRID 75979노트

반응식

HRID 75979 반응식
[OH-].[Na+].[CH3:3][C:4]1[O:8][C:7]([C:9]2[CH:33]=[CH:32][C:12]([O:13][C:14]3[CH:15]=[C:16]([CH:21]=[C:22]([O:24][C@@H:25]4[CH2:29][CH2:28][N:27]([CH3:30])[C:26]4=[O:31])[CH:23]=3)[C:17]([O:19]C)=[O:18])=[CH:11][CH:10]=2)=[N:6][N:5]=1>CO.O>[CH3:3][C:4]1[O:8][C:7]([C:9]2[CH:33]=[CH:32][C:12]([O:13][C:14]3[CH:15]=[C:16]([CH:21]=[C:22]([O:24][C@@H:25]4[CH2:29][CH2:28][N:27]([CH3:30])[C:26]4=[O:31])[CH:23]=3)[C:17]([OH:19])=[O:18])=[CH:11][CH:10]=2)=[N:6][N:5]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 86668095(R)-(+)-Methyl 3-[4-(5-methyl-1,3,4-oxadiazol-2-yl)phenoxy]-5-[(1-methyl-2-oxo-pyrrolidin-3-yl) oxy]benzoate2회

생성물 1

HCID 68107027(R)-(+)-3-[4-(5-Methyl-1,3,4-oxadiazol-2-yl)phenoxy]-5-[(1-methyl-2-oxo-pyrrolidin-3-yl)oxy]benzoic acid수율 71.5%

시약·촉매·용매 1

HCID 22242641Methanol--water (1/1)용매

실험 절차

Sodium hydroxide (pallets, 0.35 g) was added To a stirring mixture of (R)-(+)-Methyl 3-[4-(5-methyl-1,3,4-oxadiazol-2-yl)phenoxy]-5-[(1-methyl-2-oxo-pyrrolidin-3-yl) oxy]benzoate (1.1 g) (Intermediate 19) in MeOH:H2O (1:1) at room temperature. The reaction was monitored by TLC. After completion, methanol was evaporated from the reaction mixture and water was added. The aqueous layer was washed with EtOAc, acidified with dil. HCl (0.05 N) to obtain solid. The solid obtained was filtered, washed with water, dried under suction or vacuum to get pure white solid (0.76 g).

후처리

  1. customAfter completion, methanol was evaporated from the reaction mixture and water
  2. additionwas added
  3. washThe aqueous layer was washed with EtOAc
  4. customto obtain solid
  5. customThe solid obtained
  6. filtrationwas filtered
  7. washwashed with water
  8. customdried under suction or vacuum

출처 및 근거

ORD 기록
ord-1a0c9d25475c4df3b7e74b4dccc649c0
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835469B2

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