Ethyl Bromide → 4-Chloro-2,8-diethyl-6,7-dihydropyrimido[5,4-b][1,4]oxazin-7-one

Reaction equation

Br[CH2:2][CH3:3].[Cl:4][C:5]1[C:10]2[O:11][CH2:12][C:13](=[O:15])[NH:14][C:9]=2[N:8]=[C:7]([CH2:16][CH3:17])[N:6]=1>>[Cl:4][C:5]1[C:10]2[O:11][CH2:12][C:13](=[O:15])[N:14]([CH2:2][CH3:3])[C:9]=2[N:8]=[C:7]([CH2:16][CH3:17])[N:6]=1

Participants

Reactant 2

HCID 6332Ethyl Bromide

HCID 198093774-chloro-6,7-dihydro 2-ethyl-8H-pyrimido[5,4-b][1,4]oxazin-7-one

Product 1

HCID 199096264-Chloro-2,8-diethyl-6,7-dihydropyrimido[5,4-b][1,4]oxazin-7-one

Procedure

Using the procedure of Example 80, except that 1-bromoethane was used instead of methyl iodide, 4-chloro-6,7-dihydro 2-ethyl-8H-pyrimido[5,4-b][1,4]oxazin-7-one was alkylated providing 4-chloro-2,8-diethyl-6,7-dihydropyrimido[5,4-b][1,4]oxazin-7-one.

Sources & evidence

ORD record: ord-65c1fa9615724ff3b2426beaf09e3af8
Source dataset: uspto-grants-1992_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05089493

Reaction notes

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