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 891865노트

반응식

HRID 891865 반응식
[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

참가 물질

3

반응물 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%

생성물 1

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

실험 절차

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]+.

후처리

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

출처 및 근거

ORD 기록
ord-bbce9120f0624f10aa4d33cadf2adecf
출처 데이터셋
uspto-grants-2006_02
특허 번호
US07005431B2

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