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

HRID 518580ノート

反応式

HRID 518580 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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)+

後処理

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

出典と根拠

ORDレコード
ord-86a978aa0997469198df29d32ff2fb9f
出典データセット
uspto-grants-2015_08
特許番号
US09115114B2

反応ノート

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