Benzaldehyde, 2-hydroxy-5-methyl- → HCID 136102554, compound

HRID 1993442Notes

Reaction equation

HRID 1993442 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.[OH:14][C:15]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][C:16]=1[CH:17]=O>>[OH:14][C:15]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][C:16]=1[CH2:17][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 69184Benzaldehyde, 2-hydroxy-5-methyl-HCID 1361025406-piperazin-1-yl-3H-pyrimidin-4-one2×

Product 1

HCID 136102554HCID 136102554, compound

Procedure

6-[4-(2-Hydroxy-5-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 2-hydroxy-5-methylbenzaldehyde (available from Aldrich) (available from Aldrich). 1H NMR (400 MHz, CDCl3) δ 2.23 (s, 3H), 2.58-2.63 (m, 4H), 3.48-3.63 (m, 4H), 3.69 (s, 2H), 5.39 (s, 1H), 6.73-6.78 (m, 2H), 6.98-7.00 (m, 1H), 7.85 (s, 1H), 10.10 (br s, 1H), 12.75 (br s, 1H). Mass spectrum (ES) MH+=301.

Sources & evidence

ORD record
ord-d837e3ee819b43639cb730c5285a74d6
Source dataset
uspto-grants-2010_01
Patent number
US07652013B2

Reaction notes

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