Cyclopentanone → 5H-Cyclopenta[c]pyridine-1-carboxylicacid,6,7-dihydro-,ethylester(9CI)

HRID 518580노트

반응식

HRID 518580 반응식
N1[CH:6]=[CH:5][N:4]=[C:3]([C:7]([O:9][CH2:10][CH3:11])=[O:8])N=1.[C:12]1(=O)[CH2:16][CH2:15][CH2:14][CH2:13]1.N1CCCC1>C1(C)C=CC=CC=1>[C:3]1([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:13]2[CH2:14][CH2:15][CH2:16][C:12]=2[CH:6]=[CH:5][N:4]=1

참가 물질

5

반응물 3

HCID 8452CyclopentanoneHCID 31268PyrrolidineHCID 12559180Ethyl [1,2,4]triazine-3-carboxylate

생성물 1

HCID 450986655H-Cyclopenta[c]pyridine-1-carboxylicacid,6,7-dihydro-,ethylester(9CI)수율 25%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Ethyl 1,2,4-triazine-3-carboxylate (7 g, 45.8 mmol), cyclopentanone (4.9 mL, 55.0 mmol), and pyrrolidine (4.6 mL, 55.0 mmol) in toluene (100 mL) were heated to reflux for 12 h. The mixture was purified by column on silica gel chromatography (PE/EtOAc=5:1) to give the title compound (2.02 g, 25%) as a brown oil. LCMS: 192 (M+1)+

후처리

  1. temperatureto reflux for 12 h
  2. customThe mixture was purified by column on silica gel chromatography (PE/EtOAc=5:1)

출처 및 근거

ORD 기록
ord-86a978aa0997469198df29d32ff2fb9f
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115114B2

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