3-Bromo-2-hydroxybenzaldehyde → HCID 136102546, compound

HRID 1993451Notes

Reaction equation

HRID 1993451 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]([OH:23])=[C:17]([CH:20]=[CH:21][CH:22]=1)[CH:18]=O>>[Br:14][C:15]1[C:16]([OH: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 109105553-Bromo-2-hydroxybenzaldehydeHCID 1361025406-piperazin-1-yl-3H-pyrimidin-4-one2×

Product 1

HCID 136102546HCID 136102546, compound

Procedure

6-[4-(3-Bromo-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-2-hydroxybenzaldehyde (available from Aldrich). 1H NMR (400 MHz, CDCl3) δ 2.62-2.66 (m, 4H), 3.60-3.70 (m, 4H), 3.75 (s, 2H), 5.40 (s, 1H), 6.67-6.70 (m, 1H), 6.92-6.94 (m, 1H), 7.43-7.45 (m, 1H), 7.84 (s, 1H), 11.95 (br s, 1H). Mass spectrum (ES) MH+=365.

Sources & evidence

ORD record
ord-ec40c8f4c9b647788165fb9fb3d4ef82
Source dataset
uspto-grants-2010_01
Patent number
US07652013B2

Reaction notes

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