Triethylamine → HCID 178423399, compound

HRID 540297Notes

Reaction equation

HRID 540297 reaction equation
Cl[C:2]1[NH:11][C:10](=[O:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH2:13]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[C:17](=[O:24])[CH2:16][CH2:15][NH:14]1.[CH2:25](N(CC)CC)C>C1(C)C=CC=CC=1>[OH:12][C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH3:25])[CH:8]=2)[N:3]=[C:2]([N:14]2[CH2:15][CH2:16][C:17](=[O:24])[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[CH2:13]2)[N:11]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 56924244HCID 56924244, compoundHCID 1354432322-Chloroquinazolin-4(3H)-one

Product 1

HCID 178423399HCID 178423399, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a stirred solution of 2-chloro-4(3H)-quinazolinone (580 mg, 3.0 mmol) and 1,2,3,4-tetrahydro-5H-2-benzazepin-5-one (591 mg, 3.0 mmol) in toluene (20 mL) was added triethylamine (626 μL, 4.5 mmol). After being refluxed overnight, the resulting reaction mixture was cooled and the formed solid was collected by filtration, washed with ethanol (10 mL) and ethyl acetate (10 mL), and dried in vacuo to afford 775 mg of the desired product as a white solid (yield was 81%).

Workup

  1. temperatureAfter being refluxed overnight
  2. customthe resulting reaction mixture
  3. temperaturewas cooled
  4. filtrationthe formed solid was collected by filtration
  5. washwashed with ethanol (10 mL) and ethyl acetate (10 mL)
  6. customdried in vacuo

Sources & evidence

ORD record
ord-2eb8c850279048fc9345bbd9b64930c7
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

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