2,4-Dichloro-6-methylquinazoline → N-(3-Aminooxetan-3-ylmethyl)-2-chloro-6-methylquinazolin-4-amine

HRID 540191Notes

Reaction equation

HRID 540191 reaction equation
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH3:13])[CH:8]=2)[N:3]=1.[NH2:14][CH2:15][C:16]1([NH2:20])[CH2:19][O:18][CH2:17]1>CO>[NH2:20][C:16]1([CH2:15][NH:14][C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[C:7]([CH3:13])[CH:8]=3)[N:3]=[C:2]([Cl:1])[N:11]=2)[CH2:19][O:18][CH2:17]1

Participants

4

Reactant 2

HCID 142564832,4-Dichloro-6-methylquinazolineHCID 217130163-(Aminomethyl)oxetan-3-amine

Product 1

HCID 86691401N-(3-Aminooxetan-3-ylmethyl)-2-chloro-6-methylquinazolin-4-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2,4-dichloro-6-methylquinazoline (645 mg, 3 mmol) and 3-(aminomethyl)oxetan-3-amine (340 mg, 3.3 mmol) in methanol (15 mL) was stirred at room temperature overnight. After the resulting mixture was concentrated in vacuo, the residue was purified by column chromatography (eluting with 10% methanol in dichloromethane) to afford the desired product.

Workup

  1. concentrationAfter the resulting mixture was concentrated in vacuo
  2. customthe residue was purified by column chromatography (eluting with 10% methanol in dichloromethane)

Sources & evidence

ORD record
ord-463f9b1bff4f4f8cb51f8be1b520ec80
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

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