tert-Butoxy bis(dimethylamino)methane → HCID 86659823, compound

HRID 1846370Notes

Reaction equation

HRID 1846370 reaction equation
C(O[CH:6](N(C)C)[N:7]([CH3:9])[CH3:8])(C)(C)C.[Br:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:29](=[O:30])[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:22]=[C:21]2[C:31]2[CH:36]=[CH:35][C:34]([N+:37]([O-:39])=[O:38])=[C:33]([CH3:40])[CH:32]=2)=[CH:16][CH:15]=1>CN(C=O)C>[Br:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:29](=[O:30])[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:22]=[C:21]2[C:31]2[CH:36]=[CH:35][C:34]([N+:37]([O-:39])=[O:38])=[C:33](/[CH:40]=[CH:6]/[N:7]([CH3:9])[CH3:8])[CH:32]=2)=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 86659822HCID 86659822, compound

Product 1

HCID 86659823HCID 86659823, compoundYield 95.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

tert-Butoxybis(dimethylamino)methane (2.0 mL, 9.60 mmol) was added to a solution of 3-(4-bromophenyl)-2-(3-methyl-4-nitrophenyl)quinazolin-4(3H)-one (1.4 g, 3.20 mmol) in DMF (30 mL). Stirring at 60° C. for 2 hours and concentrating in vacuo afforded (E)-3-(4-bromophenyl)-2-(3-(2-(dimethylamino)vinyl)-4-nitrophenyl)quinazolin-4(3H)-one (1.5 g, quantitative).

Workup

  1. concentrationconcentrating in vacuo

Sources & evidence

ORD record
ord-e5f9ba905d0c4b36a1b1f408ad72ce47
Source dataset
uspto-grants-2015_02
Patent number
US08952021B2

Reaction notes

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