2,4-Dimethoxybenzylamine → HCID 178497124, compound

HRID 1478836Notes

Reaction equation

HRID 1478836 reaction equation
CS[C:3]1[NH:12][CH2:11][C:10]2[C:5](=[CH:6][C:7]([C:13]([O:15][CH3:16])=[O:14])=[CH:8][CH:9]=2)[N:4]=1.[CH3:17][O:18][C:19]1[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:20]=1[CH2:27][NH2:28]>CC(O)(C)C>[CH3:17][O:18][C:19]1[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:20]=1[CH2:27][NH:28][C:3]1[NH:12][CH2:11][C:10]2[C:5](=[CH:6][C:7]([C:13]([O:15][CH3:16])=[O:14])=[CH:8][CH:9]=2)[N:4]=1

Participants

4

Reactant 2

HCID 5972502,4-DimethoxybenzylamineHCID 178497208HCID 178497208, compound

Product 1

HCID 178497124HCID 178497124, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

Methyl 2-(methylthio)-3,4-dihydroquinazoline-7-carboxylate (1.30 g, 4.2 mmol) was dissolved in tBuOH (10 mL) and (2,4-dimethoxyphenyl)methanamine (2.8 g, 16.8 mmol) was added. The reaction mixture was heated at reflux overnight. After cooling, the solid was filtrated to afford methyl 2-(2,4-dimethoxybenzylamino)-3,4-dihydroquinazoline-7-carboxylate (1.0 g) as brown solid.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux overnight
  3. temperatureAfter cooling
  4. filtrationthe solid was filtrated

Sources & evidence

ORD record
ord-338ee5dc52354156a452ef9505bfdaf2
Source dataset
uspto-grants-2016_08
Patent number
US09403850B2

Reaction notes

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