3-Bromo-2-methylbenzaldehyde → HCID 136102560, compound

HRID 1993438Notes

Reaction equation

HRID 1993438 reaction equation
[N:1]1([C:7]2[N:12]=[CH:11][NH:10][C:9](=[O:13])[CH:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[Br:14][C:15]1[C:16]([CH3:23])=[C:17]([CH:20]=[CH:21][CH:22]=1)[CH:18]=O>>[Br:14][C:15]1[C:16]([CH3:23])=[C:17]([CH:20]=[CH:21][CH:22]=1)[CH2:18][N:4]1[CH2:5][CH2:6][N:1]([C:7]2[N:12]=[CH:11][NH:10][C:9](=[O:13])[CH:8]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 104427433-Bromo-2-methylbenzaldehydeHCID 1361025406-piperazin-1-yl-3H-pyrimidin-4-one2×

Product 1

HCID 136102560HCID 136102560, compound

Procedure

6-[4-(3-Bromo-2-methyl-benzyl)-piperazin-1-yl]-3H -pyrimidin-4-one was prepared using Procedure B from 6-piperazin-1-yl-3H-pyrimidin-4-one (Intermediate 4) and 3-bromo-2-methylbenzaldehyde (which may be prepared as described in N. Subasinghe et al. WO 2003099805). 1H NMR (400 MHz, CDCl3) δ 2.45-2.50 (m, 7H), 3.48-3.54 (m, 6H), 5.36 (s, 1H), 6.97-7.01 (m, 1H), 7.16-7.21 (m, 1H), 7.47-7.49 (m, 1H), 7.82 (s, 1H), 11.95 (br s, 1H). Mass spectrum (ES) MH+=363.

Sources & evidence

ORD record
ord-3326e2dd75ef4dde95271a53b35ae8cb
Source dataset
uspto-grants-2010_01
Patent number
US07652013B2

Reaction notes

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