Trifluoroacetic acid → Ethyl 4,5,6,7-tetrahydroisoxazolo[4,5-c]pyridine-3-carboxylate

HRID 2388692노트

반응식

HRID 2388692 반응식
FC(F)(F)C(O)=O.N1([C:13]23[O:28][N:27]=[C:26]([C:29]([O:31][CH2:32][CH3:33])=[O:30])[CH:14]2[CH2:15][N:16](C(OC(C)(C)C)=O)[CH2:17][CH2:18]3)CCCC1.C([O-])(O)=O.[Na+]>>[O:28]1[C:13]2[CH2:18][CH2:17][NH:16][CH2:15][C:14]=2[C:26]([C:29]([O:31][CH2:32][CH3:33])=[O:30])=[N:27]1

참가 물질

4

반응물 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 685054785-tert-Butyl 3-ethyl 7a-(pyrrolidin-1-yl)-3a,4,7,7a-tetrahydroisoxazolo[4,5-c]pyridine-3,5(6H)-dicarboxylate

생성물 1

HCID 44558551Ethyl 4,5,6,7-tetrahydroisoxazolo[4,5-c]pyridine-3-carboxylate

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온도
0 °C

실험 절차

Trifluoroacetic acid (6.67 ml, 89.9 mmol) was added to a solution of 5-tert-Butyl 3-ethyl 7a-(pyrrolidin-1-yl)-3a,4,7,7a-tetrahydroisoxazolo[4,5-c]pyridine-3,5(6H)-dicarboxylate (5.5 g, 14.98 mmol) in MC (100 ml) at 0° C. and the mixture was stirred under reflux for 16 hours. Thereafter, the mixture was cooled to 0° C. and NaHCO3 solution was added. The phases were separated and the aqueous phase was extracted with methylene chloride. The combined organic phases were dried with Na2SO4, filtered and concentrated in vacuo. The crude product obtained was employed directly in the next stage without further purification.

후처리

  1. temperatureunder reflux for 16 hours
  2. customThe phases were separated
  3. extractionthe aqueous phase was extracted with methylene chloride
  4. dry with materialThe combined organic phases were dried with Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-f7ce032ce1504454b12d5f5d9ef0361e
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08268814B2

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