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

HRID 31428

反応式

HRID 31428 の反応式
[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]

参加物

6

反応物 2

HCID 33557Sodium AzideHCID 693148754'-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-6-methyl-1,1'-biphenyl-3-carboxamide2 回

生成物 1

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

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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,

後処理

  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)

出典と根拠

ORDレコード
ord-9de561ba42d14a5fa7eb2db4be4768e4
出典データセット
uspto-grants-2008_09
特許番号
US07425555B2

関連ノート

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