2-Hydroxy-5-iodo-3-methoxybenzaldehyde → HCID 136102547, compound

HRID 1993457Notes

Reaction equation

HRID 1993457 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.[I:14][C:15]1[CH:16]=[C:17]([O:24][CH3:25])[C:18]([OH:23])=[C:19]([CH:22]=1)[CH:20]=O>>[OH:23][C:18]1[C:17]([O:24][CH3:25])=[CH:16][C:15]([I:14])=[CH:22][C:19]=1[CH2:20][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 70206112-Hydroxy-5-iodo-3-methoxybenzaldehydeHCID 1361025406-piperazin-1-yl-3H-pyrimidin-4-one2×

Product 1

HCID 136102547HCID 136102547, compound

Procedure

6-[4-(2-Hydroxy-5-iodo-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-iodo-o-vanillin (available from Alfa Aesar, Ward Hill, Mass., USA). 1H NMR (400 MHz, CDCl3) δ 2.60-2.64 (m, 4H), 3.48-3.52 (m, 4H), 3.69 (s, 2H), 3.85 (s, 3H), 5.39 (s, 1H), 6.94-6.96 (m, 1H), 7.07 (s, 1H), 7.84 (s, 1H), 12.13 (br s, 1H). Mass spectrum (ES) MH+=443.

Sources & evidence

ORD record
ord-f0004ff8c689423abea3323ad6998194
Source dataset
uspto-grants-2010_01
Patent number
US07652013B2

Reaction notes

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