2-Methylphenyl boronic acid → 5-(benzyloxy)-1-o-tolyl-1H-imidazo[4,5-b]pyridine
反応式
[CH2:1]([O:8][C:9]1[N:14]=[C:13]2[NH:15][CH:16]=[N:17][C:12]2=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:18]1([CH3:27])[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1B(O)O.C(OC1N=C2N(C3C=CC=CC=3C)C=NC2=CC=1)C1C=CC=CC=1>>[CH2:1]([O:8][C:9]1[N:14]=[C:13]2[N:15]=[CH:16][N:17]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[CH3:27])[C:12]2=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1参加物
4
実験手順
From 5-(benzyloxy)-3H-imidazo[4,5-b]pyridine and o-tolylboronic acid, prepared in a similar manner as the one described in Example 1.25, Step A, 5-(benzyloxy)-3-o-tolyl-3H-imidazo[4,5-b]pyridine and 5-(benzyloxy)-1-o-tolyl-1H-imidazo[4,5-b]pyridine were obtained, which was then dissolved in DCM and diluted with excess sulfuric acid. The resulting solution was stirred for 30 minutes at room temperature then acidified with the addition of 1 M aqueous hydrochloric acid. The solvent was removed from the organic layer and the residue was purified via preparative HPLC to give the title compound. LCMS m/z=225.9 [M+H]+.
出典と根拠
- ORDレコード
- ord-1796afd764654ab9a73480585e0eb3d8
- 出典データセット
- uspto-grants-2013_08
- 特許番号
- US08507473B2
反応ノート
読み込み中…