Methyl 4-(bromomethyl)benzoate → 4-{[(6-Phenyl-2-pyridin-4-ylpyrimidin-4-yl)oxy]methyl}benzoic acid

HRID 29901Notes

Reaction equation

HRID 29901 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.Br[CH2:21][C:22]1[CH:31]=[CH:30][C:25]([C:26]([O:28]C)=[O:27])=[CH:24][CH:23]=1>>[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]([O:19][CH2:21][C:22]3[CH:31]=[CH:30][C:25]([C:26]([OH:28])=[O:27])=[CH:24][CH:23]=3)[CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 256687Methyl 4-(bromomethyl)benzoateHCID 178515559HCID 178515559, compound2×

Product 1

HCID 100913664-{[(6-Phenyl-2-pyridin-4-ylpyrimidin-4-yl)oxy]methyl}benzoic acid

Procedure

The title compound was prepared from 6-phenyl-2-pyridin-4-yl-pyrimidin-4-ol (which was obtained in Intermediate 3) and methyl 4-(bromomethyl)benzoate according to Method A and Method B; 1H NMR (DMSO-d6, 300 MHz) δ 5.65 (s, 2H), 7.26 (t, J=8.8 Hz, 2H), 7.50-7.70 (m, 4H), 8.30-8.40 (m, 2H), 8.57 (d, J=4.9 Hz, 2H), 8.90 (d, J=4.9 Hz, 2H); LC retention time 2.79 min; MS: m/z (ESI) 382 (M−H).

Sources & evidence

ORD record
ord-e4dc2638e9474b069e969dd1163ecc7c
Source dataset
uspto-grants-2008_09
Patent number
US07423044B2

Reaction notes

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