2-Amino-5-methylpyridine → 6-(3,6-Dimethylimidazo[1,2-a]pyridin-2-yl)-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine

HRID 1731339Notes

Reaction equation

HRID 1731339 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[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][N:20]=1>>[CH3:17][C:2]1[N:20]2[CH:21]=[C:22]([CH3:25])[CH:23]=[CH: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 153482-Amino-5-methylpyridineHCID 202286766-(2-Bromopropanoyl)-2-methyl-2H-1,4-benzoxazin-3(4H)-one

Product 1

HCID 202287276-(3,6-Dimethylimidazo[1,2-a]pyridin-2-yl)-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazineYield 72.8%

Procedure

6-(3,6-Dimethylimidazo[1,2-a]pyridin-2-yl)-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine (1.8 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 (2.4 g) and 2-amino-5-methylpyridine (2.6 g). mp. 232° C. (dec.).

Sources & evidence

ORD record
ord-f4306a0c20754b7990416b9da085d907
Source dataset
uspto-grants-1986_11
Patent number
US04621084

Reaction notes

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