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

HRID 1441688노트

반응식

HRID 1441688 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b7a9b2d938044a46947bc8a8b6cec4d4
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07655679B2

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