5-allyl-2-hydroxy-3-methoxybenzaldehyde → HCID 136102551, compound

HRID 1993455Notes

Reaction equation

HRID 1993455 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.[CH2:14]([C:17]1[CH:18]=[C:19]([O:26][CH3:27])[C:20]([OH:25])=[C:21]([CH:24]=1)[CH:22]=O)[CH:15]=[CH2:16]>>[CH2:14]([C:17]1[CH:18]=[C:19]([O:26][CH3:27])[C:20]([OH:25])=[C:21]([CH:24]=1)[CH2:22][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)[CH:15]=[CH2:16]

Participants

3

Reactant 2

HCID 17138875-allyl-2-hydroxy-3-methoxybenzaldehydeHCID 1361025406-piperazin-1-yl-3H-pyrimidin-4-one2×

Product 1

HCID 136102551HCID 136102551, compound

Procedure

6-[4-(5-Allyl-2-hydroxy-3-methoxy-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 5-allyl-2-hydroxy-3-methoxybenzaldehyde (available from Acros Organics, Geel, Belgium). 1H NMR (400 MHz, CDCl3) δ 2.58-2.63 (m, 4H), 3.27-3.29 (m, 2H), 3.58-3.65 (m, 4H), 3.71 (s, 2H), 3.91 (s, 3H), 5.03-5.08 (m, 2H), 5.39 (s, 1H), 5.88-5.95 (m, 1H), 6.43 (s, 1H), 6.65 (s, 1H), 7.84 (s, 1H), 10.40 (br s, 1H), 12.80 (br s, 1H). Mass spectrum (ES) MH+=357.

Sources & evidence

ORD record
ord-03ddf1633d094a53a303377997577b05
Source dataset
uspto-grants-2010_01
Patent number
US07652013B2

Reaction notes

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