反応式
[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]=1参加物
反応物 3
生成物 1
試薬・触媒・溶媒 1
実験手順
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).
後処理
- 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
出典と根拠
- ORDレコード
- ord-bdd883d20f9340fb88cc16e1f82e3313
- 出典データセット
- uspto-grants-2015_02
- 特許番号
- US08962596B2
関連ノート
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