Diisopropylethylamine → HCID 25059435, compound

HRID 2244059Notes

Reaction equation

HRID 2244059 reaction equation
F[C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[C:6]([F:11])[C:3]=1[C:4]#[N:5].C(O)(=O)C.[CH:16]([NH2:18])=[NH:17].CCN(C(C)C)C(C)C>CC(N(C)C)=O>[F:11][C:6]1[CH:7]=[C:8]([F:10])[CH:9]=[C:2]2[C:3]=1[C:4]([NH2:5])=[N:17][CH:16]=[N:18]2

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 160693Formamidine acetateHCID 7371772,4,6-Trifluorobenzonitrile

Product 1

HCID 25059435HCID 25059435, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
100 °C

Procedure

2,4,6-Trifluoro-benzonitrile (3.59 mmol, 500 mg) is dissolved in DMA (5 mL) and then formamidine acetate is added (3.59 mmol, 373.75 mg) followed by DIEA (10.78 mmol, 1.39 g). The reaction is stirred for 16 hr at 100° C. A solid forms, is collected by filtration and the solid is washed with CH2Cl2. This gives desired product 5,7-Difluoro-quinazolin-4-ylamine (227 mg, LC/MS m/z=182 [M+H]+) as a white powder.

Workup

  1. filtrationA solid forms, is collected by filtration
  2. washthe solid is washed with CH2Cl2

Sources & evidence

ORD record
ord-e1aa8b316b324d9990a9ece1447e5613
Source dataset
uspto-grants-2010_03
Patent number
US07678803B2

Reaction notes

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