2-Amino-4-methylpyrimidine → 6-(3,7-Dimethylimidazo[1,2-a]pyrimidin-2-yl)-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine

HRID 1731347Notes

Reaction equation

HRID 1731347 reaction equation
Br[CH:2]([CH3:17])[C:3]([C:5]1[CH:6]=[CH:7][C:8]2[O:13][CH:12]([CH3:14])[C:11](=[O:15])[NH:10][C:9]=2[CH:16]=1)=O.[NH2:18][C:19]1[N:24]=[C:23]([CH3:25])[CH:22]=[CH:21][N:20]=1>>[CH3:17][C:2]1[N:20]2[CH:21]=[CH:22][C:23]([CH3:25])=[N:24][C:19]2=[N:18][C:3]=1[C:5]1[CH:6]=[CH:7][C:8]2[O:13][CH:12]([CH3:14])[C:11](=[O:15])[NH:10][C:9]=2[CH:16]=1

Participants

3

Reactant 2

HCID 79392-Amino-4-methylpyrimidineHCID 202286766-(2-Bromopropanoyl)-2-methyl-2H-1,4-benzoxazin-3(4H)-one

Product 1

HCID 202286746-(3,7-Dimethylimidazo[1,2-a]pyrimidin-2-yl)-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazineYield 41.9%

Procedure

6-(3,7-Dimethylimidazo[1,2-a]pyrimidin-2-yl)-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine (1.3 g) was prepared in substantially the same manner as that of Example 16 from 6-(2-bromopropionyl)-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine (3.0 g) and 2-amino-4-methyl-pyrimidine (3.3 g). mp. 298° C. (dec.).

Sources & evidence

ORD record
ord-41ae4f8c7bbc4de99bc8f20699dc2490
Source dataset
uspto-grants-1986_11
Patent number
US04621084

Reaction notes

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