Water → Ethyl 2-(3-aminoazetidin-1-yl)-4-isopropyl-1,3-thiazole-5-carboxylate

HRID 43883노트

반응식

HRID 43883 반응식
P(=O)(O)(O)O.C(OC([NH:13][CH:14]1[CH2:17][N:16]([C:18]2[S:19][C:20]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[C:21]([CH:23]([CH3:25])[CH3:24])[N:22]=2)[CH2:15]1)=O)(C)(C)C.O.[OH-].[Na+]>ClCCl>[NH2:13][CH:14]1[CH2:17][N:16]([C:18]2[S:19][C:20]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[C:21]([CH:23]([CH3:25])[CH3:24])[N:22]=2)[CH2:15]1

참가 물질

6

반응물 4

HCID 962WaterHCID 1004Phosphoric AcidHCID 14798Sodium HydroxideHCID 67548483Ethyl 2-{3-[(tert-butoxycarbonyl)amino]azetidin-1-yl}-4-isopropyl-1,3-thiazole-5-carboxylate

생성물 1

HCID 67548973Ethyl 2-(3-aminoazetidin-1-yl)-4-isopropyl-1,3-thiazole-5-carboxylate수율 75%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

85% phosphoric acid (0.14 mL, 1.18 mmol) was added to a solution of ethyl 2-{3-[(tert-butoxycarbonyl)amino]azetidin-1-yl}-4-isopropyl-1,3-thiazole-5-carboxylate obtained in Example (221a) (175 mg, 0.47 mmol) in dichloromethane (1 mL) at room temperature, followed by stirring for 15.5 hours. Water and a 50% aqueous sodium hydroxide solution were added to the reaction solution, and then the mixture was extracted with a chloroform/methanol mixed solvent. The combined organic layers were dried over anhydrous magnesium sulfate and filtered. Thereafter, the solvent was evaporated under reduced pressure to obtain 95 mg of the title compound as a colorless oily substance (74%).

후처리

  1. extractionthe mixture was extracted with a chloroform/methanol mixed solvent
  2. dry with materialThe combined organic layers were dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. customThereafter, the solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-0cf4c8ae364546fdbdb871e65c6230fd
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536197B2

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