Ethyl orthoformate → N-cyclopropyl-4'-(1,3,4-oxadiazol-2-yl)-6-methyl-1,1'-biphenyl-3-carboxamide

HRID 31475

반응식

HRID 31475 반응식
[CH:1]1([NH:4][C:5]([C:7]2[CH:8]=[C:9]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([NH:22][NH2:23])=[O:21])=[CH:16][CH:15]=3)[C:10]([CH3:13])=[CH:11][CH:12]=2)=[O:6])[CH2:3][CH2:2]1.[CH2:24](OC(OCC)OCC)C>>[CH:1]1([NH:4][C:5]([C:7]2[CH:8]=[C:9]([C:14]3[CH:19]=[CH:18][C:17]([C:20]4[O:21][CH:24]=[N:23][N:22]=4)=[CH:16][CH:15]=3)[C:10]([CH3:13])=[CH:11][CH:12]=2)=[O:6])[CH2:3][CH2:2]1

참가 물질

3

반응물 2

HCID 31214Ethyl orthoformateHCID 11438287N-cyclopropyl-4'-(hydrazinocarbonyl)-6-methyl-1,1'-biphenyl-3-carboxamide2회

생성물 1

HCID 10018845N-cyclopropyl-4'-(1,3,4-oxadiazol-2-yl)-6-methyl-1,1'-biphenyl-3-carboxamide

실험 절차

N-Cyclopropyl-4′-(hydrazinocarbonyl)-6-methyl-1,1′-biphenyl-3-carboxamide (Intermediate 40) (50 mg) in triethylorthoformate (5 ml) was heated at 150° C. for 5 hours. The excess triethylorthoformate was evaporated under vacuum and the residue purified by bond-elut (silica), eluting with an ethyl acetate/cyclohexane gradient. The solvent was evaporated from the product fractions under vacuum to give N-cyclopropyl-4′-(1,3,4-oxadiazol-2-yl)-6-methyl-1,1′-biphenyl-3-carboxamide.

후처리

  1. customThe excess triethylorthoformate was evaporated under vacuum
  2. customthe residue purified by bond-elut (silica)
  3. washeluting with an ethyl acetate/cyclohexane gradient
  4. customThe solvent was evaporated from the product fractions under vacuum

출처 및 근거

ORD 기록
ord-22413f3ed106492bafad0f52a5d77a7c
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425555B2

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