Diisopropylethylamine → 6-({4-[2-(4-Tert-butylphenyl)-1,3-benzoxazol-7-yl]piperazin-1-yl}methyl)quinoxaline

HRID 491429

반응식

HRID 491429 반응식
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[O:12][C:13]3[C:19]([N:20]4[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]4)=[CH:18][CH:17]=[CH:16][C:14]=3[N:15]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Br[CH2:27][C:28]1[CH:29]=[C:30]2[C:35](=[CH:36][CH:37]=1)[N:34]=[CH:33][CH:32]=[N:31]2.C(N(C(C)C)C(C)C)C>CC#N>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[O:12][C:13]3[C:19]([N:20]4[CH2:25][CH2:24][N:23]([CH2:27][C:28]5[CH:29]=[C:30]6[C:35](=[CH:36][CH:37]=5)[N:34]=[CH:33][CH:32]=[N:31]6)[CH2:22][CH2:21]4)=[CH:18][CH:17]=[CH:16][C:14]=3[N:15]=2)=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 102145106-(Bromomethyl)quinoxalineHCID 57678312HCID 57678312, 화합물

생성물 1

HCID 119981446-({4-[2-(4-Tert-butylphenyl)-1,3-benzoxazol-7-yl]piperazin-1-yl}methyl)quinoxaline수율 69.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
95 °C

실험 절차

To a suspension of 2-(4-tert-butylphenyl)-7-piperazin-1-yl-1,3-benzooxazole 23.5 mg, 0.070 mmol) and 6-bromomethylquinoxaline (17.2 mg, 0.077 mmol) in CH3CN (anh., 10 mL) was added ethyldiisopropylamine (0.015 mL, 0.084 mmol). The mixture was heated in a 95° C. bath overnight. The reaction was cooled to room temperature and concentrated in vacuo. The residue was adsorbed onto silica gel. Silica gel chromatography using a gradient of 25% EtOAc/hexane to 50% EtOAc/hexane then 100% EtOAc afforded the title compound (23.2 mg) as an ivory powder. MS (ESI) m/z 478 [M+H]+; HPLC Method C, r.t.=10.9 min (98.9% @210-370 nm; 97.4% @ 236 nm).

후처리

  1. temperatureThe reaction was cooled to room temperature
  2. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-3a28d413b5b640c6b3e4dd4a6bd5d140
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07531542B2

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