Sodium Azide → 4'-[5-(azidomethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-6-methyl-1,1'-biphenyl-3-carboxamide

HRID 31428

반응식

HRID 31428 반응식
[N-:1]=[N+:2]=[N-:3].[Na+].Cl[CH2:6][C:7]1[O:11][C:10]([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[C:23]([CH3:24])=[CH:22][CH:21]=[C:20]([C:25]([NH:27][CH:28]4[CH2:30][CH2:29]4)=[O:26])[CH:19]=3)=[CH:14][CH:13]=2)=[N:9][N:8]=1>O.CN(C=O)C.C(O)C>[N:1]([CH2:6][C:7]1[O:11][C:10]([C:12]2[CH:13]=[CH:14][C:15]([C:18]3[C:23]([CH3:24])=[CH:22][CH:21]=[C:20]([C:25]([NH:27][CH:28]4[CH2:29][CH2:30]4)=[O:26])[CH:19]=3)=[CH:16][CH:17]=2)=[N:9][N:8]=1)=[N+:2]=[N-:3]

참가 물질

6

반응물 2

HCID 33557Sodium AzideHCID 693148754'-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-6-methyl-1,1'-biphenyl-3-carboxamide2회

생성물 1

HCID 866046954'-[5-(azidomethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-6-methyl-1,1'-biphenyl-3-carboxamide

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

A solution of sodium azide (14.8 mg) in water (1.25 ml) was added to 4′-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-6-methyl-1,1′-biphenyl-3-carboxamide (Intermediate 45) (40 mg) in DMF (0.5 ml) and ethanol (2.5 ml) and the mixture heated at reflux for 2 hours. The solvents were evaporated under vacuum and the residue partitioned between water (20 ml) and chloroform (15 ml). The aqueous was extracted with chloroform (15 ml) and the combined organic phases dried (sodium sulphate) and reduced to dryness in vacuo to give 4′-[5-(azidomethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-6-methyl-1,1′-biphenyl-3-carboxamide,

후처리

  1. temperaturethe mixture heated
  2. temperatureat reflux for 2 hours
  3. customThe solvents were evaporated under vacuum
  4. customthe residue partitioned between water (20 ml) and chloroform (15 ml)
  5. extractionThe aqueous was extracted with chloroform (15 ml)
  6. dry with materialthe combined organic phases dried (sodium sulphate)

출처 및 근거

ORD 기록
ord-9de561ba42d14a5fa7eb2db4be4768e4
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425555B2

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