2-Hydroxy-3-methoxy-5-nitrobenzaldehyde → HCID 136102564, compound

HRID 1993458Notes

Reaction equation

HRID 1993458 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.[CH3:14][O:15][C:16]1[CH:23]=[C:22]([N+:24]([O-:26])=[O:25])[CH:21]=[C:18]([CH:19]=O)[C:17]=1[OH:27]>>[OH:27][C:17]1[C:16]([O:15][CH3:14])=[CH:23][C:22]([N+:24]([O-:26])=[O:25])=[CH:21][C:18]=1[CH2:19][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 3078862-Hydroxy-3-methoxy-5-nitrobenzaldehydeHCID 1361025406-piperazin-1-yl-3H-pyrimidin-4-one2×

Product 1

HCID 136102564HCID 136102564, compound

Procedure

6-[4-(2-Hydroxy-3-methoxy-5-nitro-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-methoxy-5-nitrosalicylaldehyde (available from Aldrich). 1H NMR (400 MHz, CDCl3) δ 2.65-2.70 (m, 4H), 3.59-3.66 (m, 4H), 3.85 (s, 2H), 3.99 (s, 3H), 5.40 (s, 1H), 7.67 (s, 1H), 7.72 (s, 1H), 7.85 (s, 1H), 12.20 (br s, 1H). Mass spectrum (ES) MH+=362.

Sources & evidence

ORD record
ord-75fa6517586a46bc816a764b45ae74c6
Source dataset
uspto-grants-2010_01
Patent number
US07652013B2

Reaction notes

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