Trifluoroacetic acid → Ethyl 7-amino-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate

HRID 1802192노트

반응식

HRID 1802192 반응식
C(OC([NH:8][C:9]1[CH:14]=[CH:13][N:12]2[N:15]=[C:16]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[N:17]=[C:11]2[CH:10]=1)=O)(C)(C)C.FC(F)(F)C(O)=O.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[NH2:8][C:9]1[CH:14]=[CH:13][N:12]2[N:15]=[C:16]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[N:17]=[C:11]2[CH:10]=1

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 10340Sodium CarbonateHCID 67776374Ethyl 7-(tert-butoxycarbonylamino)-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate

생성물 1

HCID 67776028Ethyl 7-amino-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate수율 75.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of ethyl 7-(tert-butoxycarbonylamino)-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate (1.07 g, 3.49 mmol) in dichloromethane (5 ml) and trifluoroacetic acid (5.38 ml, 69.9 mmol) is stirred for 3 hours at 25° C. The mixture is made basic using sat. aqueous sodium carbonate solution and extracted with ethyl acetate. The organic layer is washed with water and brine, dried with magnesium sulfate and the solvent is removed in vacuo affording ethyl 7-amino-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate (543 mg, 75.4%) as a light yellow solid. mp.: 150-171° C. MS: m/z=207.0 (M+H+).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer is washed with water and brine
  3. dry with materialdried with magnesium sulfate
  4. customthe solvent is removed in vacuo

출처 및 근거

ORD 기록
ord-3c1e7be098a344778e02283a53e96578
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08349824B2

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