反応式
[N:1]1([C:5]2[CH:10]=[C:9]([CH2:11][O:12][CH2:13][C:14]([F:17])([F:16])[F:15])[N:8]=[C:7](Cl)[N:6]=2)[CH2:4][CH2:3][CH2:2]1.[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:25]=[CH:26][C:27]=1[C:28]1[CH:33]=[C:32]([CH3:34])[N:31]=[N:30][CH:29]=1)[NH2:24].C(=O)([O-])[O-].[Cs+].[Cs+].C1(P(C2CCCCC2)C2C=CC=CC=2C2C=CC=CC=2)CCCCC1>O1CCOCC1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[N:1]1([C:5]2[CH:10]=[C:9]([CH2:11][O:12][CH2:13][C:14]([F:17])([F:16])[F:15])[N:8]=[C:7]([NH:24][C:23]3[CH:25]=[CH:26][C:27]([C:28]4[CH:33]=[C:32]([CH3:34])[N:31]=[N:30][CH:29]=4)=[C:21]([O:20][CH3:19])[CH:22]=3)[N:6]=2)[CH2:4][CH2:3][CH2:2]1参加物
7
反応物 4
生成物 1
試薬・触媒・溶媒 2
反応条件
- 温度
- 120 °C
実験手順
A mixture of 4-(azetidin-1-yl)-2-chloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine (30 mg, 0.11 mmol), 3-methoxy-4-(6-methylpyridazin-4-yl)aniline (23 mg, 0.11 mmol), cesium carbonate (69 mg, 0.21 mmol), palladium(II) acetate (4 mg, 0.02 mmol) and 2-(dicyclohexyl-phosphino)biphenyl (6 mg, 0.02 mmol) in dioxane (2 mL) was heated under argon at 120° C. for 90 minutes in a microwave reactor. The mixture was filtered through a short silica plug which was washed with 10% solution of methanol in EtOAc (75 mL). The eluate was concentrated and the residue was purified by preparative HPLC to give the title compound as a solid 14 mg (29%).
後処理
- filtrationThe mixture was filtered through a short silica plug which
- washwas washed with 10% solution of methanol in EtOAc (75 mL)
- concentrationThe eluate was concentrated
- customthe residue was purified by preparative HPLC
出典と根拠
- ORDレコード
- ord-48f99684d7fa44bea30d5c7071317a2a
- 出典データセット
- uspto-grants-2016_09
- 特許番号
- US09439904B2
関連ノート
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