4-Fluorobenzyl bromide → 4-[(4-Fluorobenzyl)oxy]-6-phenyl-2-pyridin-4-ylpyrimidine

HRID 29898Notes

Reaction equation

HRID 29898 reaction equation
[C:1]1([C:7]2[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=3)[N:10]=[C:9]([OH:19])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25]Br)=[CH:23][CH:22]=1>>[F:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][O:19][C:9]2[CH:8]=[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=3)[N:10]=2)=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 680214-Fluorobenzyl bromideHCID 178515559HCID 178515559, compound2×

Product 1

HCID 117258624-[(4-Fluorobenzyl)oxy]-6-phenyl-2-pyridin-4-ylpyrimidine

Procedure

The title compound was prepared from 6-phenyl-2-pyridin-4-yl-pyrimidin-4-ol (which was obtained in Intermediate 3) and 4-fluorobenzyl bromide according to Method A; 1H NMR (DMSO-d6, 300 MHz) δ 5.72 (s, 2H), 7.50-7.70 (m, 6H), 7.93 (d, J=15.0 Hz, 2H), 8.30-8.37 (m, 2H), 8.37-8.41 (m, 2H), 8.80-8.90 (m, 2H); LC retention time 3.02 min; MS: m/z (ESI) 358 (M+H).

Sources & evidence

ORD record
ord-8a7e17ed8cb048fe99283bf591303c75
Source dataset
uspto-grants-2008_09
Patent number
US07423044B2

Reaction notes

Loading…