2-Bromo-5-(trifluoromethyl)pyridine → 2'Methoxy-5-(trifluoromethyl)-2,4'-bipyridine

反応式

Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][N:3]=1.[CH3:12][O:13][C:14]1[CH:19]=[C:18](B2OC(C)(C)C(C)(C)O2)[CH:17]=[CH:16][N:15]=1>>[CH3:12][O:13][C:14]1[CH:19]=[C:18]([C:2]2[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][N:3]=2)[CH:17]=[CH:16][N:15]=1

参加物

反応物 2

HCID 27364342-Bromo-5-(trifluoromethyl)pyridine

HCID 447548622-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

生成物 1

HCID 575147602'Methoxy-5-(trifluoromethyl)-2,4'-bipyridine収率 73.2%

実験手順

2-Bromo-5-trifluoromethylpyridine (410 mg, 2.13 mmol) and 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (500 mg, 1.81 mmol) were reacted according to Example 3 (step a) to provide the title compound (337 mg, 62%) as a white solid: 1H NMR (300 MHz, CDCl3) δ 8.96 (s, 1H), 8.31 (d, J=5.4 Hz, 1H), 8.04 (dd, J=8.3, 2.1 Hz, 1H), 7.87 (d, J=8.3 Hz, 1H), 7.51 (dd, J=5.4, 1.4 Hz, 1H), 7.36 (s, 1H), 3.52 (s, 3H).

出典と根拠

ORDレコード: ord-fc564606a9af419b87c30b041173dfd2
出典データセット: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08629158B2

反応ノート

読み込み中…

参加物