2-(7-Bromoimidazo[1,2-b][1,2,4]triazin-3-yl)propan-2-ol → 7-(4-Fluoro-2-methoxyphenyl)-α,α-dimethylimidazo[1,2-b][1,2,4]triazine-3-methanol

HRID 891865ノート

反応式

HRID 891865 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5](B2OC(C)(C)C(C)(C)O2)=[C:4]([O:17][CH3:18])[CH:3]=1.Br[C:20]1[N:24]2[N:25]=[CH:26][C:27]([C:29]([OH:32])([CH3:31])[CH3:30])=[N:28][C:23]2=[N:22][CH:21]=1>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:20]2[N:24]3[N:25]=[CH:26][C:27]([C:29]([OH:32])([CH3:30])[CH3:31])=[N:28][C:23]3=[N:22][CH:21]=2)=[C:4]([O:17][CH3:18])[CH:3]=1

参加物

3

反応物 2

HCID 112076032-(7-Bromoimidazo[1,2-b][1,2,4]triazin-3-yl)propan-2-olHCID 222400914-Fluoro-2-Methoxybenzeneboronic acid pinacol ester, 96%

生成物 1

HCID 222400807-(4-Fluoro-2-methoxyphenyl)-α,α-dimethylimidazo[1,2-b][1,2,4]triazine-3-methanol収率 91%

実験手順

2-(4-Fluoro-2-methoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane was coupled to 2-(7-bromoimidazo[1,2-b][1,2,4]triazin-3-yl)propan-2-ol (from Example 1, step d) under the conditions described in Example 1, step e. The residue was purified by flash column chromatography (silica gel, EtOAc) to give the title compound in 91% yield: 1H NMR (400 MHz, CDCl3) δ 1.70 (6H, s), 3.57 (1H, s), 3.87 (3H, s), 6.78–6.83 (2H, m), 7.87 (1H, dd, J 1.6, 6.6), 8.23 (1H, s), 8.69 (1H, s); MS (ES+) m/z 303 [M+H]+.

後処理

  1. customThe residue was purified by flash column chromatography (silica gel, EtOAc)

出典と根拠

ORDレコード
ord-bbce9120f0624f10aa4d33cadf2adecf
出典データセット
uspto-grants-2006_02
特許番号
US07005431B2

反応ノート

読み込み中…