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1-(1,3-Dioxolan-2-yl)methanamine → 1-(1,3-dioxolan-2-yl)-N-{[7-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methyl}methanamine

HRID 908257
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HRID 908257 반응식
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[CH2:6][NH2:7].Cl[CH2:9][C:10]1[N:11]=[C:12]2[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:14][N:13]2[CH:22]=1>C(Cl)Cl>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[CH2:6][NH:7][CH2:9][C:10]1[N:11]=[C:12]2[CH:17]=[C:16]([C:18]([F:21])([F:19])[F:20])[CH:15]=[CH:14][N:13]2[CH:22]=1
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참가 물질

4

반응물 2

HCID 108553941-(1,3-Dioxolan-2-yl)methanamineHCID 580247822-(Chloromethyl)-7-(trifluoromethyl)imidazo[1,2-a]pyridine2회

생성물 1

HCID 580248001-(1,3-dioxolan-2-yl)-N-{[7-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methyl}methanamine수율 56.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a DCM 5 mL solution of 1-(1,3-dioxolan-2-yl)methanamine (814 mg, 7.89 mmol) was added 2-(chloromethyl)-7-(trifluoromethyl)imidazo[1,2-a]pyridine (Intermediate 19) (620 mg, 2.63 mmol). After heating to reflux for 1.5 hr, the reaction mixture (suspension) was cooled to room temperature and concentrated under reduced pressure. The residue was chromatographed on silica gel eluting with a gradient solvent mixture (5% MeOH-DCM to 15% MeOH-DCM) to give the title compound as solid (450 mg). LC/MS: m/z 302(M+H).

후처리

  1. temperatureAfter heating
  2. temperatureto reflux for 1.5 hr
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was chromatographed on silica gel eluting with a gradient solvent mixture (5% MeOH-DCM to 15% MeOH-DCM)

출처 및 근거

ORD 기록
ord-69677bd2a30a43b4a8adc16511e27c99
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08017605B2

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