Cesium carbonate → 4-(2,3-Dihydro-pyrrolo[3,2-c]pyridin-1-yl)-2-(2-fluoro-phenyl)-quinazoline

HRID 457714노트

반응식

HRID 457714 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[F:18])[N:3]=1.[NH:19]1[C:27]2[CH:26]=[CH:25][N:24]=[CH:23][C:22]=2[CH2:21][CH2:20]1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[N:19]1([C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=[C:4]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[F:18])[N:3]=2)[C:27]2[CH:26]=[CH:25][N:24]=[CH:23][C:22]=2[CH2:21][CH2:20]1

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 47382154-Chloro-2-(2-fluoro-phenyl)-quinazolineHCID 124909791H,2H,3H-pyrrolo(3,2-c)pyridine

생성물 1

HCID 184406464-(2,3-Dihydro-pyrrolo[3,2-c]pyridin-1-yl)-2-(2-fluoro-phenyl)-quinazoline

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

4-Chloro-2-(2-fluoro-phenyl)-quinazoline from Step C example 1 (0.04 g, 0.15 mmol) was dissolved in N,N-dimethylformamide (0.5 ml) and to it was added 2,3-dihydro-1H-pyrrolo[3,2-c]pyridine (0.02 g, 0.16 mmol) followed by cesium carbonate (0.12 g, 0.36 mmol). The mixture was magnetically stirred at room temperature for 0.5 hr. The solvent was removed and title compound was obtained pure after column purification on a HPLC reverse phase column, using a water and acetonitile gradient containing 0.1% trifluoroacetic acid to yield (0.01 g, 19%). MS (ES) 343.0 (M+H)+

후처리

  1. customThe solvent was removed

출처 및 근거

ORD 기록
ord-671c156af95f43929f1ff2334ea1c6d9
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07189733B2

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