Triethylamine → HCID 86691440, compound

HRID 540299Notes

Reaction equation

HRID 540299 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([N:20]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:19][O:18][CH2:17]1.[CH2:35](N(CC)CC)C>CO>[Cl:1][C:2]1[N:11]=[C:10]([NH:14][CH2:15][C:16]2([N:20]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:28][C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH2:19][O:18][CH2:17]2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH2:13][CH3:35])[CH:8]=2)[N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 142564832,4-Dichloro-6-methylquinazolineHCID 574158213-(aminomethyl)-N,N-dibenzyloxetan-3-amine

Product 1

HCID 86691440HCID 86691440, compoundYield 338.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2,4-dichloro-6-methylquinazoline (1.0 g, 4.69 mmol) in methanol (10 mL) was added 3-(aminomethyl)-N,N-dibenzyloxetan-3-amine (1.4 g, 5.16 mmol, 60% purity) and triethylamine (0.1 g, 1 mmol). After being stirred at room temperature overnight, the mixture was concentrated in vacuo. The residue was purified by flash column chromatography (eluting with 20% ethyl acetate in petroleum ether) to afford 1.6 g of the product as a white solid (yield was 76%).

Workup

  1. concentrationthe mixture was concentrated in vacuo
  2. customThe residue was purified by flash column chromatography (eluting with 20% ethyl acetate in petroleum ether)

Sources & evidence

ORD record
ord-a0d557ea1b364efebe92a99a06399de9
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

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