Ethyl orthopropionate → N-cyclopropyl-4'-(5-ethyl-1,3,4-oxadiazol-2-yl)-6-methyl-1,1'-biphenyl-3-carboxamide

HRID 31474

반응식

HRID 31474 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.C(O[C:27](OCC)(OCC)[CH2:28][CH3:29])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][C:27]([CH2:28][CH3:29])=[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 66995Ethyl orthopropionateHCID 11438287N-cyclopropyl-4'-(hydrazinocarbonyl)-6-methyl-1,1'-biphenyl-3-carboxamide2회

생성물 1

HCID 11725251N-cyclopropyl-4'-(5-ethyl-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 triethylorthopropionate (5 ml) was heated at 150° C. for 18 hours. The excess triethylorthopropionate 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′-(5-ethyl-1,3,4-oxadiazol-2-yl)-6-methyl-1,1′-biphenyl-3-carboxamide.

후처리

  1. customThe excess triethylorthopropionate 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-13e7cc1702f94e2989b1e4c1c9965463
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425555B2

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