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 75979ノート

反応式

HRID 75979 の反応式
[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

参加物

4

反応物 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]benzoate2 回

生成物 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 acid収率 71.5%

試薬・触媒・溶媒 1

HCID 22242641Methanol--water (1/1)溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-1a0c9d25475c4df3b7e74b4dccc649c0
出典データセット
uspto-grants-2014_09
特許番号
US08835469B2

反応ノート

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