5-Thiazolecarboxylic acid, 2-amino-4-(trifluoromethyl)-, ethyl ester → Ethyl-2-tert-butoxycarbonyloxyamino-4-trifluoromethyl-thiazole-5-carboxylate

HRID 458237

반응식

HRID 458237 반응식
[CH2:1]([O:3][C:4]([C:6]1[S:10][C:9]([NH2:11])=[N:8][C:7]=1[C:12]([F:15])([F:14])[F:13])=[O:5])[CH3:2].[C:16]([O:20][C:21]([O:23]C(OC(C)(C)C)=O)=[O:22])([CH3:19])([CH3:18])[CH3:17]>CN(C)C1C=CN=CC=1.ClCCl>[CH2:1]([O:3][C:4]([C:6]1[S:10][C:9]([NH:11][O:23][C:21]([O:20][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:22])=[N:8][C:7]=1[C:12]([F:14])([F:15])[F:13])=[O:5])[CH3:2]

참가 물질

5

반응물 2

HCID 676565-Thiazolecarboxylic acid, 2-amino-4-(trifluoromethyl)-, ethyl esterHCID 90495Di-tert-butyl dicarbonate

생성물 1

HCID 21911370Ethyl-2-tert-butoxycarbonyloxyamino-4-trifluoromethyl-thiazole-5-carboxylate수율 92%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

A suspension of ethyl-2-amino-4-trifluoromethyl-thiazole-5-carboxylate (5.05 g, 21.02 mmol), di-t-butyldicarbonate (4.82 g, 22.07 mmol) and 4-dimethylaminopyridine (260 mg, 2.1 mmol) in dichloromethane (209 mL) was stirred under nitrogen for 1.5 h. The solvent was evaporated in vacuo. The residue was chromatographed on a silica gel column. Elution with 5% EtOAc in hexanes, followed by 15% EtOAc in hexanes afforded the title compound (6.57 g, 92%) as a white solid.

후처리

  1. customThe solvent was evaporated in vacuo
  2. customThe residue was chromatographed on a silica gel column
  3. washElution with 5% EtOAc in hexanes

출처 및 근거

ORD 기록
ord-add5091aa88b47bea9b1cc63e1868025
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07189854B2

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