Sodium Hydroxide → HCID 59263290、化合物

HRID 643992ノート

反応式

HRID 643992 の反応式
C[O:2][C:3](=[O:43])[C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][C:5]=1[N:11]([S:19]([C:22]1[CH:27]=[CH:26][C:25]([O:28][CH2:29][CH2:30][C:31]2[N:32]=[C:33]([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)[O:34][C:35]=2[CH3:36])=[CH:24][CH:23]=1)(=[O:21])=[O:20])C(OC(C)(C)C)=O.[OH-].[Na+]>O1CCOCC1>[Cl:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:43])=[O:2])=[C:5]([NH:11][S:19]([C:22]2[CH:23]=[CH:24][C:25]([O:28][CH2:29][CH2:30][C:31]3[N:32]=[C:33]([C:37]4[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=4)[O:34][C:35]=3[CH3:36])=[CH:26][CH:27]=2)(=[O:20])=[O:21])[CH:6]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 685793864-Chloro-2-{4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzenesulfonyl-(t-butoxycarbonyl)amino}-benzoic acid methyl ester

生成物 1

HCID 59263290HCID 59263290、化合物

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
90 °C

実験手順

A solution of the title G compound, 4-chloro-2-{4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzenesulfonyl-(t-butoxycarbonyl)amino}-benzoic acid methyl ester (300 mg, 0.48 mmol) in dioxane (5 mL) to which 2.4 mL of 1 N aqueous NaOH is added is heated at 90° C. for 3 h. The mixture is concentrated under vacuum, acidified with 1 N aqueous HCl, and extracted twice with EtOAc. The organic solution is dried over anhydrous magnesium sulfate, filtered and concentrated to give a crude product which is triturated with DCM. The solid is collected by filtration to afford 4-chloro-2-{4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzenesulfonyl-amino}-benzoic acid: m.p. 223-225° C.; ESI-MS 513 [M+1]+.

後処理

  1. concentrationThe mixture is concentrated under vacuum
  2. extractionextracted twice with EtOAc
  3. dry with materialThe organic solution is dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto give a crude product which
  7. customis triturated with DCM
  8. filtrationThe solid is collected by filtration

出典と根拠

ORDレコード
ord-51ab0df35d444a858001de495f719a74
出典データセット
uspto-grants-2010_04
特許番号
US07700637B2

反応ノート

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