3-Bromo-5-chloro-2-hydroxybenzaldehyde → HCID 136102559, compound

HRID 1993453Notes

Reaction equation

HRID 1993453 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[CH:22]=[C:21]([Cl:23])[CH:20]=[C:17]([CH:18]=O)[C:16]=1[OH:24]>>[Br:14][C:15]1[C:16]([OH:24])=[C:17]([CH:20]=[C:21]([Cl:23])[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 5196763-Bromo-5-chloro-2-hydroxybenzaldehydeHCID 1361025406-piperazin-1-yl-3H-pyrimidin-4-one2×

Product 1

HCID 136102559HCID 136102559, compound

Procedure

6-[4-(3-Bromo-5-chloro-2-hydroxy-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-5-chlorosalicylaldehyde (available from Aldrich). 1H NMR (400 MHz, CDCl3) δ 2.62-2.66 (m, 4H), 3.48-3.66 (m, 4H), 3.72 (s, 2H), 5.40 (s, 1H), 6.93-6.94 (m, 1H), 7.44-7.45 (m, 1H), 7.86 (s, 1H), 12.85 (br s, 1H). Mass spectrum (ES) MH+=401.

Sources & evidence

ORD record
ord-65a44004047047fd8f31009829b13294
Source dataset
uspto-grants-2010_01
Patent number
US07652013B2

Reaction notes

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