5-Chloro-2(1H)-pyrimidinone → 5-Chloro-1-{[(4-methoxyphenyl)methoxy]methyl}pyrimidin-2(1H)-one

HRID 1719240Notes

Reaction equation

HRID 1719240 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([CH2:7][O:8][CH2:9]Cl)=[CH:5][CH:4]=1.[Cl:13][C:14]1[CH:15]=[N:16][C:17](=[O:20])[NH:18][CH:19]=1>>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([CH2:7][O:8][CH2:9][N:18]2[CH:19]=[C:14]([Cl:13])[CH:15]=[N:16][C:17]2=[O:20])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 1085785-Chloro-2(1H)-pyrimidinoneHCID 109212541-[(Chloromethoxy)methyl]-4-methoxybenzene

Product 1

HCID 156504935-Chloro-1-{[(4-methoxyphenyl)methoxy]methyl}pyrimidin-2(1H)-oneYield 52%

Procedure

was prepared as described in Example 3 from chloromethyl 4-methoxybenzyl ether (see Preparation 4a and 4b) (10 mmol) and 5-chloropyrimidin-2-one (10 mmol) in 52% yield (1.45 g), m.p. 118° C. 1H NMR (CDCl3): δ3.77 (OMe), 4.57 (CH2Ph), 5.27 (CH2O), 6.6-7.3 (Ph), 7.63 and 8.35 (H-4, H-6, J 4 Hz). IR(KBr): 1670 cm1 (CO).

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-be35768f98674b7ebfb9b4837c654aba
Source dataset
uspto-grants-1985_09
Patent number
US04539324

Reaction notes

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