5-Chloro-2(1H)-pyrimidinone → HCID 15042725, compound

Reaction equation

[CH3:1][O:2][C:3]([C:5]1[CH:14]=[CH:13][C:8]([CH2:9][O:10][CH2:11]Cl)=[CH:7][CH:6]=1)=[O:4].[Cl:15][C:16]1[CH:17]=[N:18][C:19](=[O:22])[NH:20][CH:21]=1>>[CH3:1][O:2][C:3]([C:5]1[CH:14]=[CH:13][C:8]([CH2:9][O:10][CH2:11][N:20]2[CH:21]=[C:16]([Cl:15])[CH:17]=[N:18][C:19]2=[O:22])=[CH:7][CH:6]=1)=[O:4]

Participants

Reactant 2

HCID 1085785-Chloro-2(1H)-pyrimidinone

HCID 20267944Methyl 4-[(chloromethoxy)methyl]benzoate

Product 1

HCID 15042725HCID 15042725, compoundYield 62%

Procedure

was prepared as described in Example 3 from chloromethyl 4-methyloxycarbonylbenzyl ether (see Preparation 13) (8.8 mmol) and 5-chloropyrimidin-2-one (8.8 mmol) in 62% yield, m.p. 172° C. 1H NMR (CDCl3): δ3.92 (OMe), 4.77 (CH2Ph), 5.38 (CH2O), 7.2-8.2 (Ph), 7.78 asnd 8.50 (H-4, H-6, J 4 Hz).

Workup

customwas prepared

Sources & evidence

ORD record: ord-f3666bc94c53431d997b18c8201fc9f9
Source dataset: uspto-grants-1985_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04539324

Reaction notes

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