4-(3-Amino-benzylamino)-quinazoline-8-carboxylic acid amide hydrochloride → HCID 178513604, compound

HRID 578710Notes

Reaction equation

HRID 578710 reaction equation
Cl.[NH2:2][C:3]1[CH:4]=[C:5]([CH:21]=[CH:22][CH:23]=1)[CH2:6][NH:7][C:8]1[C:17]2[C:12](=[C:13]([C:18]([NH2:20])=[O:19])[CH:14]=[CH:15][CH:16]=2)[N:11]=[CH:10][N:9]=1.Cl[C:25]1[NH:29][C:28]2[CH:30]=[CH:31][C:32]([C:34]([F:37])([F:36])[F:35])=[CH:33][C:27]=2[N:26]=1>CN(C=O)C>[F:37][C:34]([F:35])([F:36])[C:32]1[CH:31]=[CH:30][C:28]2[NH:29][C:25]([NH:2][C:3]3[CH:4]=[C:5]([CH:21]=[CH:22][CH:23]=3)[CH2:6][NH:7][C:8]3[C:17]4[C:12](=[C:13]([C:18]([NH2:20])=[O:19])[CH:14]=[CH:15][CH:16]=4)[N:11]=[CH:10][N:9]=3)=[N:26][C:27]=2[CH:33]=1

Participants

4

Reactant 2

HCID 667633584-(3-Amino-benzylamino)-quinazoline-8-carboxylic acid amide hydrochlorideHCID 178506089HCID 178506089, compound

Product 1

HCID 178513604HCID 178513604, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

33 mg (0.11 mmol) 4-(3-Amino-benzylamino)-quinazoline-8-carboxylic acid amide hydrochloride and 24 mg (0.11 mmol) 2-Chloro-5-trifluoromethyl-1H-benzoimidazole were dissolved in 500 μl DMF and stirred at 100° C. for 15 h. The reaction mixture was directly purified using preparative HPLC. The product was treated with HCl in methanol and concentrated in the SpeedVac.

Workup

  1. customThe reaction mixture was directly purified
  2. additionThe product was treated with HCl in methanol
  3. concentrationconcentrated in the SpeedVac

Sources & evidence

ORD record
ord-2e9f5b0e58d84ed991bc0f3104c86cd2
Source dataset
uspto-grants-2015_05
Patent number
US09040560B2

Reaction notes

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