Triethylamine → HCID 14022367, compound

HRID 1732330Notes

Reaction equation

HRID 1732330 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([Cl:16])[N:3]=1.[CH3:17][O:18][CH:19]([CH3:28])[CH2:20][O:21][CH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1.C(N(CC)CC)C>C(O)CCC>[ClH:16].[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([N:25]2[CH2:26][CH2:27][CH:22]([O:21][CH2:20][CH:19]([O:18][CH3:17])[CH3:28])[CH2:23][CH2:24]2)[N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 902352-Chloro-6,7-dimethoxy-4-quinazolinamineHCID 140223924-(2-Methoxypropoxy)piperidine

Product 1

HCID 14022367HCID 14022367, compoundYield 45.1%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

4-Amino-2-chloro-6,7-dimethoxyquinazoline (3.6 g.), 4-(2-methoxy-n-propoxy)piperidine (3.0 g.) and triethylamine (1.5 g.) in n-butanol were heated under reflux for 30 hours. The solvent was evaporated in vacuo, the residue stirred with diethyl ether, the solid collected and recrystallized twice from isopropanol to give 4-amino-6,7-dimethoxy-2-[4-(2-methoxy-n-propoxy)piperidino]quinazoline hydrochloride (2.8 g.), m.p. 239°-241° C.

Workup

  1. temperatureunder reflux for 30 hours
  2. customThe solvent was evaporated in vacuo
  3. customthe solid collected
  4. customrecrystallized twice from isopropanol

Sources & evidence

ORD record
ord-e4b3b8abecd54975ae9110d4ed7aab41
Source dataset
uspto-grants-1980_12
Patent number
US04237138

Reaction notes

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