Ethyl Acetate → 4-[2-(Benzooxazol-2-yl-butyl-amino)-ethyl]-benzonitrile

HRID 1441688ノート

反応式

HRID 1441688 の反応式
[CH2:1]([NH:5][CH2:6][CH2:7][C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=1)[CH2:2][CH2:3][CH3:4].Cl[C:17]1[O:18][C:19]2[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=2[N:21]=1.C(N(CC)C(C)C)(C)C.C(OCC)(=O)C>CN(C)C=O>[O:18]1[C:19]2[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=2[N:21]=[C:17]1[N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[CH2:6][CH2:7][C:8]1[CH:9]=[CH:10][C:11]([C:12]#[N:13])=[CH:14][CH:15]=1

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 119862-ChlorobenzoxazoleHCID 81531DiisopropylethylamineHCID 591645764-(2-Butylamino-ethyl)-benzonitrile

生成物 1

HCID 591645944-[2-(Benzooxazol-2-yl-butyl-amino)-ethyl]-benzonitrile収率 24.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 750 mg 4-(2-Butylamino-ethyl)-benzonitrile, 854 mg 2-chlorobenzooxazole and 0.95 ml N,N-diisopropylethylamine in 10 ml dimethylformamide were stirred under microwave irradiation at 200° C. for thirty minutes. The cooled reaction mixture was diluted by the addition of 60 ml ethyl acetate, then washed three times with 40 ml brine. The organic layer was dried over MgSO4, then the solvent was removed in vacuo. The residue was purified by RP-HPLC to obtain 290 mg 4-[2-(Benzooxazol-2-yl-butyl-amino)-ethyl]-benzonitrile as pale yellow amorphous solid.

後処理

  1. customThe cooled reaction mixture
  2. washwashed three times with 40 ml brine
  3. dry with materialThe organic layer was dried over MgSO4
  4. customthe solvent was removed in vacuo
  5. customThe residue was purified by RP-HPLC

出典と根拠

ORDレコード
ord-b7a9b2d938044a46947bc8a8b6cec4d4
出典データセット
uspto-grants-2010_02
特許番号
US07655679B2

反応ノート

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