3-Methylsalicylaldehyde → HCID 136102585, compound

HRID 1993441Notes

Reaction equation

HRID 1993441 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[C:22]([CH3:23])=[CH:21][CH:20]=[CH:19][C:16]=1[CH:17]=O>>[OH:14][C:15]1[C:22]([CH3:23])=[CH:21][CH:20]=[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 5227773-MethylsalicylaldehydeHCID 1361025406-piperazin-1-yl-3H-pyrimidin-4-one2×

Product 1

HCID 136102585HCID 136102585, compound

Procedure

6-[4-(2-Hydroxy-3-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-3-methylbenzaldehyde (available from Aldrich). 1H NMR (400 MHz, CDCl3) δ 2.25 (s, 3H), 2.58-2.63 (m, 4H), 3.48-3.63 (m, 4H), 3.71 (s, 2H), 5.39 (s, 1H), 6.69-6.73 (m, 1H), 6.82-6.83 (m, 1H), 7.05-7.07 (m, 1H), 7.84 (s, 1H), 10.60 (br s, 1H), 12.60 (br s, 1H). Mass spectrum (ES) MH+=301.

Sources & evidence

ORD record
ord-3d1381cf34044943bfa18de76f356fb3
Source dataset
uspto-grants-2010_01
Patent number
US07652013B2

Reaction notes

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