3-Amino-2,6-piperidinedione → 3-(2-methyl-5-nitro-4-oxo-4H-quinazolin-3-yl)-piperidine-2,6-dione

HRID 623845Notes

Reaction equation

HRID 623845 reaction equation
[CH3:1][C:2]1O[C:4](=[O:15])[C:5]2[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[NH2:16][CH:17]1[CH2:22][CH2:21][C:20](=[O:23])[NH:19][C:18]1=[O:24]>>[CH3:1][C:2]1[N:16]([CH:17]2[CH2:22][CH2:21][C:20](=[O:23])[NH:19][C:18]2=[O:24])[C:4](=[O:15])[C:5]2[C:6](=[CH:8][CH:9]=[CH:10][C:11]=2[N+:12]([O-:14])=[O:13])[N:7]=1

Participants

3

Reactant 2

HCID 1345083-Amino-2,6-piperidinedioneHCID 666429832-methyl-5-nitro-4H-benzo[d][1,3]oxazin-4-one

Product 1

HCID 666429823-(2-methyl-5-nitro-4-oxo-4H-quinazolin-3-yl)-piperidine-2,6-dione

Procedure

In certain embodiments, step (a) (reacting 2-methyl-5-nitro-4H-benzo[d][1,3]oxazin-4-one and 3-aminopiperidine-2,6-dione or a salt thereof to form 3-(2-methyl-5-nitro-4-oxoquinazolin-3(4H)-yl)piperidine-2,6-dione) is conducted at a temperature ranging from about 0 to about 150° C., from about 25 to about 120° C., from about 50 to about 100° C., from about 60 to about 100° C., from about 70 to about 90° C., from about 70 to about 85° C., or from about 75 to about 80° C. In certain embodiments, step (a) is conducted at a temperature from about 75 to about 80° C.

Sources & evidence

ORD record
ord-1e6f054d7a6f49fd97d422a22d1d8d63
Source dataset
uspto-grants-2016_04
Patent number
US09303014B2

Reaction notes

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