반응식
[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[N:10][NH:11][CH:12]=2)[N:5]2[CH:13]=[CH:14][N:15]=[C:4]2[CH:3]=1.[CH2:16]1[C:19]2([CH2:22][CH2:21][CH2:20]2)[CH2:18][C:17]1=[CH:23][C:24]#[N:25].C1CCN2C(=NCCC2)CC1>CC#N>[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:12]=[N:11][N:10]([C:17]3([CH2:23][C:24]#[N:25])[CH2:18][C:19]4([CH2:22][CH2:21][CH2:20]4)[CH2:16]3)[CH:9]=2)[N:5]2[CH:13]=[CH:14][N:15]=[C:4]2[CH:3]=1참가 물질
반응물 3
생성물 1
시약·촉매·용매 1
실험 절차
7-Chloro-5-(1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine (Preparation M, Step A; 0.380 g, 1.73 mmol), 2-(spiro[3.3]heptan-2-ylidene)acetonitrile (Example 160, Steps A-C, 0.461 g, 3.46 mmol) and DBU (0.130 mL, 0.865 mmol) were suspended in MeCN (10 mL) and stirred at ambient temperature overnight. The reaction mixture was partitioned between saturated aqueous NH4Cl and EtOAc. The organic layer was washed with brine, dried (MgSO4), filtered concentrated under reduced pressure to afford the crude material, which was purified by flash column chromatography, eluting with 2-3% (9:1 MeOH:NH4OH)/DCM to provide 2-(2-(4-(7-chloroimidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)spiro[3.3]heptan-2-yl)acetonitrile (0.493 g, 1.40 mmol, 81% yield). MS (apci) m/z=353.1 (M+H).
후처리
- customThe reaction mixture was partitioned between saturated aqueous NH4Cl and EtOAc
- washThe organic layer was washed with brine
- dry with materialdried (MgSO4)
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- customto afford the crude material, which
- customwas purified by flash column chromatography
- washeluting with 2-3% (9:1 MeOH:NH4OH)/DCM
출처 및 근거
- ORD 기록
- ord-bdd883d20f9340fb88cc16e1f82e3313
- 출처 데이터셋
- uspto-grants-2015_02
- 특허 번호
- US08962596B2
연결된 노트
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