4-Bromobenzoic acid → N-[(3R)-1-azabicyclo[2.2.2]octan-3-yl]-4-bromobenzamide

HRID 1350888ノート

反応式

HRID 1350888 の反応式
Cl.Cl.[N:3]12[CH2:10][CH2:9][CH:6]([CH2:7][CH2:8]1)[C@@H:5]([NH2:11])[CH2:4]2.[Br:12][C:13]1[CH:21]=[CH:20][C:16]([C:17](O)=[O:18])=[CH:15][CH:14]=1>>[N:3]12[CH2:10][CH2:9][CH:6]([CH2:7][CH2:8]1)[C@@H:5]([NH:11][C:17](=[O:18])[C:16]1[CH:20]=[CH:21][C:13]([Br:12])=[CH:14][CH:15]=1)[CH2:4]2

参加物

3

反応物 2

HCID 114644-Bromobenzoic acidHCID 12494972(R)-(+)-3-Aminoquinuclidine Dihydrochloride

生成物 1

HCID 11461014N-[(3R)-1-azabicyclo[2.2.2]octan-3-yl]-4-bromobenzamide

実験手順

Prepared by a method analogous to that described for the preparation of Intermediate I from (R)-1-azabicyclo[2.2.2]oct-3-ylamine dihydrochloride and 4-bromobenzoic acid; the compound was purified by chromatography on silica gel using ammoniated methanol/chloroform mixtures as the eluent. The compound was then dissolved in tetrahydrofuran, excess hydrogen chloride (1M solution in diethyl ether) was added, and the solution was evaporated and then recrystallised from methanol/t-butyl methyl ether to give the hydrochloride salt of the title compound as a colourless solid; MS (ES+) 309, 311 (MH+).

後処理

  1. customPrepared by a method analogous to
  2. customthe compound was purified by chromatography on silica gel using ammoniated methanol/chloroform mixtures as the eluent
  3. dissolutionThe compound was then dissolved in tetrahydrofuran
  4. additionexcess hydrogen chloride (1M solution in diethyl ether) was added
  5. customthe solution was evaporated
  6. customrecrystallised from methanol/t-butyl methyl ether

出典と根拠

ORDレコード
ord-70eae93b9d6e43298b1c1a20d9f56e14
出典データセット
uspto-grants-2007_05
特許番号
US07214688B2

反応ノート

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