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Triethylorthoaceate → 3-Cyclobutyl-7-{[5-(5-methyl-1,3,4-oxadiazol-2-yl)-2-pyridinyl]oxy}-2,3,4,5-tetrahydro-1H-3-benzazepine

HRID 222716
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HRID 222716 반응식
[CH2:1](C(CC)(CC)C([O-])([O-])[O-])[CH3:2].[CH:12]1([N:16]2[CH2:22][CH2:21][C:20]3[CH:23]=[CH:24][C:25]([O:27][C:28]4[N:33]=[CH:32][C:31]([C:34]([NH:36][NH2:37])=[O:35])=[CH:30][CH:29]=4)=[CH:26][C:19]=3[CH2:18][CH2:17]2)[CH2:15][CH2:14][CH2:13]1>>[CH:12]1([N:16]2[CH2:22][CH2:21][C:20]3[CH:23]=[CH:24][C:25]([O:27][C:28]4[CH:29]=[CH:30][C:31]([C:34]5[O:35][C:1]([CH3:2])=[N:37][N:36]=5)=[CH:32][N:33]=4)=[CH:26][C:19]=3[CH2:18][CH2:17]2)[CH2:13][CH2:14][CH2:15]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 21875354TriethylorthoaceateHCID 574402926-[(3-Cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]-3-pyridinecarbohydrazide

생성물 1

HCID 100450803-Cyclobutyl-7-{[5-(5-methyl-1,3,4-oxadiazol-2-yl)-2-pyridinyl]oxy}-2,3,4,5-tetrahydro-1H-3-benzazepine

실험 절차

A mixture of triethylorthoacetate (3 ml) and 6-[(3-cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]-3-pyridinecarbohydrazide (D54) (185 mg, 0.52 mmol) was heated at reflux for 16 hours. The reaction mixture was concentrated and the resulting residue was purified by column chromatography eluting with a mixture of 0.880 ammonia:methanol:dichloromethane (0.1:5:95) to afford the title compound (E216). MS (ES+) m/e 377 [M+H]+.

후처리

  1. temperature
was heated
  • temperatureat reflux for 16 hours
  • concentrationThe reaction mixture was concentrated
  • customthe resulting residue was purified by column chromatography
  • washeluting with a mixture of 0.880 ammonia:methanol:dichloromethane (0.1:5:95)
  • 출처 및 근거

    ORD 기록
    ord-ede558de961a4c62a79677478aba2c00
    출처 데이터셋
    uspto-grants-2012_06
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US08207331B2

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