HCID 18176217, compound → HCID 19379809, compound

HRID 887670Notes

Reaction equation

HRID 887670 reaction equation
[CH3:1][NH:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([N+:13]([O-])=O)[CH:11]=2)[N:6]=[CH:5][N:4]=1.[N+](C1N=CC2C(=CC=CC=2)N=1)([O-])=O>CO.[Pd]>[CH3:1][NH:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([NH2:13])[CH:11]=2)[N:6]=[CH:5][N:4]=1

Participants

5

Reactant 2

HCID 18176217HCID 18176217, compound2×HCID 57597447N-Methyl-6-nitroquinazolin-4-amine

Product 1

HCID 19379809HCID 19379809, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of methyl-(6-nitro-quinazolin-4-yl)-amine (0.16 g; see Synthesis of Certain Nitroquinazoline Derivatives Structurally Related to some Chemotherapeutic Agents, Botros, S., et. al., Egyptian Journal of Pharmaceutical Sciences, 13(1), 11-21, (1972) for a description of preparing the nitro-quinazoline) and Pd/C (10 wt %, 0.032 g) in 10 ml of MeOH was placed under H2 from a balloon and stirred at RT for 3 h, filtered through a pad of Celite®. Removal of the solvents afforded the title compound as an off-white solid. MS (MH+)=175.3; Calc'd for C9H10N4—174.20.

Workup

  1. filtrationfiltered through a pad of Celite®
  2. customRemoval of the solvents

Sources & evidence

ORD record
ord-4b2a775fc2ed421abfa99d3148cf211c
Source dataset
uspto-grants-2012_08
Patent number
US08247430B2

Reaction notes

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