Triethylamine → 2-Chloro-4-(3-chloro-4-methoxybenzyl)amino-6-cyanoquinazoline

HRID 1003510Notes

Reaction equation

HRID 1003510 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH2:5][NH2:6].C(N(CC)CC)C.[Cl:19][C:20]1[N:29]=[C:28](Cl)[C:27]2[C:22](=[CH:23][CH:24]=[C:25]([C:31]#[N:32])[CH:26]=2)[N:21]=1>CC(O)C>[Cl:19][C:20]1[N:29]=[C:28]([NH:6][CH2:5][C:4]2[CH:7]=[CH:8][C:9]([O:10][CH3:11])=[C:2]([Cl:1])[CH:3]=2)[C:27]2[C:22](=[CH:23][CH:24]=[C:25]([C:31]#[N:32])[CH:26]=2)[N:21]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 7380383-Chloro-4-methoxybenzylamineHCID 187966702,4-Dichloroquinazoline-6-carbonitrile

Product 1

HCID 211840042-Chloro-4-(3-chloro-4-methoxybenzyl)amino-6-cyanoquinazolineYield 87%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

3.9 g of 3-chloro-4-methoxybenzylamine, 3.97 g of triethylamine and 200 ml of 2-propanol were added to 4 g of 2,4-dichloro-6-cyanoquinazoline. The obtained mixture was refluxed for 30 minutes, cooled to room temperature and filtered to recover a crystalline precipitate. The precipitate was washed with water and chloroform successively to give 5.563 g of the title compound.

Workup

  1. temperatureThe obtained mixture was refluxed for 30 minutes
  2. filtrationfiltered
  3. customto recover a crystalline precipitate
  4. washThe precipitate was washed with water and chloroform successively

Sources & evidence

ORD record
ord-9fcea4e12799469a9c89a77320daf4b3
Source dataset
uspto-grants-2000_04
Patent number
US06046206

Reaction notes

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