Hydrochloric Acid → HCID 12043660, compound

HRID 2227456Notes

Reaction equation

HRID 2227456 reaction equation
[C:1]([C:4]([NH:13][C:14]([C:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:19]=[C:18]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:17]=1)=O)([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:5][CH3:6])(=[O:3])[NH2:2].CO[Na].Cl>CO>[CH2:5]([C:4]1([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:1](=[O:3])[NH:2][C:14]([C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]=[C:18]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH:17]=2)=[N:13]1)[CH3:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 22992311HCID 22992311, compoundHCID 178418582HCID 178418582, compound

Product 1

HCID 12043660HCID 12043660, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A mixture of N-(1-Carbamoyl-1-phenylpropyl)-2-phenyl-4-quinolinecarboxamide (100 mg, 0.24 mmol) and MeONa (13.2 mg, 0.24 mmol) in 5 mL of MeOH is refluxed for 4 hours. After cyclization is complete, the mixture is cooled and neutralized with HCl in MeOH and solvent is evaporated. The residue is washed with water and dried. Trituration with ethyl acetate affords the corresponding compound as a white solid.

Workup

  1. temperatureis refluxed for 4 hours
  2. temperaturethe mixture is cooled
  3. customis evaporated
  4. washThe residue is washed with water
  5. customdried

Sources & evidence

ORD record
ord-b85d37697f664b9a9f2c1060c2c3fe95
Source dataset
uspto-grants-2002_07
Patent number
US06413982B1

Reaction notes

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