反応式
C(Cl)CCl.[CH3:5][C:6]1[CH:12]=[CH:11][C:9]([NH2:10])=[CH:8][C:7]=1[B:13]1[O:17][C:16]([CH3:19])([CH3:18])[C:15]([CH3:21])([CH3:20])[O:14]1.[C:22]([C:24]([C:27]1[CH:28]=[C:29]([CH:33]=[CH:34][N:35]=1)[C:30](O)=[O:31])([CH3:26])[CH3:25])#[N:23].C1C=NC2N(O)N=NC=2C=1>CN(C=O)C.O>[C:22]([C:24]([C:27]1[CH:28]=[C:29]([CH:33]=[CH:34][N:35]=1)[C:30]([NH:10][C:9]1[CH:11]=[CH:12][C:6]([CH3:5])=[C:7]([B:13]2[O:14][C:15]([CH3:21])([CH3:20])[C:16]([CH3:19])([CH3:18])[O:17]2)[CH:8]=1)=[O:31])([CH3:26])[CH3:25])#[N:23]参加物
7
反応物 4
生成物 1
試薬・触媒・溶媒 2
実験手順
EDC (1.3 equiv.) was added to a solution of 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (1.0 equiv.), 2-(2-cyanopropan-2-yl)isonicotinic acid (1.2 equiv.), HOAt (1.3 equiv.) in DMF (0.19 M). The mixture was stirred at ambient temperature 3 hrs. The reaction mixture was diluted with water and extracted with ethyl acetate. The combined extracts were washed sequentially with 1M aqueous sodium hydroxide and brine, dried over sodium sulfate, filtered, and concentrated to yield 2-(2-cyanopropan-2-yl)-N-(4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)isonicotinamide in 97% yield. LCMS (m/z) (M+H)=406.2, Rt=1.10 min.
後処理
- extractionextracted with ethyl acetate
- washThe combined extracts were washed sequentially with 1M aqueous sodium hydroxide and brine
- dry with materialdried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-b9e8313eba164bfebc59349c15248445
- 出典データセット
- uspto-grants-2016_01
- 特許番号
- US09242969B2
関連ノート
読み込み中…