5-Fluoropyrimidin-2-one → 1-{[(4-Chlorophenyl)methoxy]methyl}-5-fluoropyrimidin-2(1H)-one

HRID 1719245Notes

Reaction equation

HRID 1719245 reaction equation
Cl[CH2:2][O:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1.[F:12][C:13]1[CH:14]=[N:15][C:16](=[O:19])[NH:17][CH:18]=1>>[Cl:11][C:8]1[CH:9]=[CH:10][C:5]([CH2:4][O:3][CH2:2][N:17]2[CH:18]=[C:13]([F:12])[CH:14]=[N:15][C:16]2=[O:19])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 1014985-Fluoropyrimidin-2-oneHCID 129465921-Chloro-4-[(chloromethoxy)methyl]benzene

Product 1

HCID 202679421-{[(4-Chlorophenyl)methoxy]methyl}-5-fluoropyrimidin-2(1H)-oneYield 70%

Procedure

was prepared as described in Example 3 from 4-chlorobenzyl chloromethyl ether (see Preparation 5a and 5b) (4 mmol) and 5-fluoropyrimidin-2-one (4 mmol) by allowing the reaction to proceed for 6 hours at room temperature; yield 70% (0.75 g), m.p. 103° C. 1H NMR (CDCl3): δ4.62 (CH2Ph), 5.30 (CH2N), 7.17 (Ph), 7.63 and 8.53 (H-4, H-6). IR(KBr): 1670 cm-1 (CO).

Workup

  1. customwas prepared
  2. customthe reaction

Sources & evidence

ORD record
ord-0012b418b594404095b54ff06972370f
Source dataset
uspto-grants-1985_09
Patent number
US04539324

Reaction notes

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