5-Fluorosalicylaldehyde → HCID 136102565, compound

HRID 1993446Notes

Reaction equation

HRID 1993446 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.[F:14][C:15]1[CH:16]=[CH:17][C:18]([OH:23])=[C:19]([CH:22]=1)[CH:20]=O>>[F:14][C:15]1[CH:16]=[CH:17][C:18]([OH:23])=[C:19]([CH:22]=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 27373285-FluorosalicylaldehydeHCID 1361025406-piperazin-1-yl-3H-pyrimidin-4-one2×

Product 1

HCID 136102565HCID 136102565, compound

Procedure

6-[4-(5-Fluoro-2-hydroxy-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-fluoro-2-hydroxybenzaldehyde (available from Aldrich). 1H NMR (400 MHz, DMSO-d6) δ 2.45-2.48 (m, 4H), 3.43-3.49 (m, 4H), 3.57 (s, 2H), 5.28 (s, 1H), 6.73-6.80 (m, 1H), 6.89-6.94 (m, 1H), 6.99-7.02 (m, 1H), 7.89 (s, 1H), 9.90 (br s, 1H), 11.64 (br s, 1H). Mass spectrum (ES) MH+=305.

Sources & evidence

ORD record
ord-22f4d2bd18974dbabd1db39b2bc75a40
Source dataset
uspto-grants-2010_01
Patent number
US07652013B2

Reaction notes

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