Pyrrolidine → N-(7-Nitro-2,4-dioxo-6-pyrrolidin-1-yl-1,4-dihydro-2H-quinazolin-3-yl)-methanesulfonamide

HRID 2069228Notes

Reaction equation

HRID 2069228 reaction equation
F[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[N+:12]([O-:14])=[O:13])[NH:8][C:7](=[O:15])[N:6]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])[C:5]2=[O:21].[NH:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1>>[N+:12]([C:11]1[CH:10]=[C:9]2[C:4]([C:5](=[O:21])[N:6]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])[C:7](=[O:15])[NH:8]2)=[CH:3][C:2]=1[N:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1)([O-:14])=[O:13]

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 58964482N-(6-fluoro-7-nitro-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-methanesulfonamide

Product 1

HCID 11689204N-(7-Nitro-2,4-dioxo-6-pyrrolidin-1-yl-1,4-dihydro-2H-quinazolin-3-yl)-methanesulfonamideYield 35%

Procedure

N-(6-Fluoro-7-nitro-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-methanesulfonamide (30 mg, 0.0943 mmol) is reacted with pyrrolidine according to the GPA affording 12.2 mg (35%) of an orange-light powder. Rt=4.37 min.

Sources & evidence

ORD record
ord-8f632c0972a247e39718c0e6a120b6a5
Source dataset
uspto-grants-2012_10
Patent number
US08299085B2

Reaction notes

Loading…