2-Amino-3-benzyloxypyridine → 6-(8-Benzyloxy-3-methylimidazo[1,2-a]pyridin-2-yl)-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine

HRID 1731342Notes

Reaction equation

HRID 1731342 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[C:24]([O:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[CH:23][CH:22]=[CH:21][N:20]=1>>[CH2:26]([O:25][C:24]1[C:19]2[N:20]([C:2]([CH3:17])=[C:3]([C:5]3[CH:6]=[CH:7][C:8]4[O:13][CH:12]([CH3:14])[C:11](=[O:15])[NH:10][C:9]=4[CH:16]=3)[N:18]=2)[CH:21]=[CH:22][CH:23]=1)[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

3

Reactant 2

HCID 903342-Amino-3-benzyloxypyridineHCID 202286766-(2-Bromopropanoyl)-2-methyl-2H-1,4-benzoxazin-3(4H)-one

Product 1

HCID 202287216-(8-Benzyloxy-3-methylimidazo[1,2-a]pyridin-2-yl)-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazineYield 80.9%

Procedure

6-(8-Benzyloxy-3-methylimidazo[1,2-a]pyridin-2-yl)-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine (2.6 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-3-benzyloxypyridine (4.8 g). mp. 261°-262° C. (dec.).

Sources & evidence

ORD record
ord-0f6f32b21d3145bf93825bad93ea470e
Source dataset
uspto-grants-1986_11
Patent number
US04621084

Reaction notes

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