Methyl 4-(bromomethyl)benzoate → 4-{[(2,6-Diphenylpyrimidin-4-yl)oxy]methyl}benzoic acid

HRID 29902Notes

Reaction equation

HRID 29902 reaction equation
[C:1]1([C:7]2[N:12]=[C:11]([OH:13])[CH:10]=[C:9]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N: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]([O:13][CH2:21][C:22]3[CH:31]=[CH:30][C:25]([C:26]([OH:28])=[O:27])=[CH:24][CH:23]=3)[CH:10]=[C:9]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 256687Methyl 4-(bromomethyl)benzoateHCID 178515556HCID 178515556, compound2×

Product 1

HCID 102493154-{[(2,6-Diphenylpyrimidin-4-yl)oxy]methyl}benzoic acid

Procedure

The title compound was prepared from 2,6-diphenyl-pyrimidin-4-ol (which was obtained in Intermediate 4) and methyl 4-(bromomethyl)benzoate according to Method A and Method B; 1H NMR (DMSO-d6, 300 MHz) δ 5.62 (s, 2H), 7.25 (t, J=8.9 Hz, 2H), 7.49 (s, 1H), 7.50-7.70 (m, 12H); LC retention time 3.59 min; MS: m/z (ESI) 381 (M−H).

Sources & evidence

ORD record
ord-473086537d504ddb8fccc01ed5efaa1f
Source dataset
uspto-grants-2008_09
Patent number
US07423044B2

Reaction notes

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