Hydrochloric Acid → HCID 10816374, compound

HRID 2296872Notes

Reaction equation

HRID 2296872 reaction equation
[F:1][C:2]([F:40])([F:39])[C:3]1[CH:4]=[C:5]([CH:32]=[C:33]([C:35]([F:38])([F:37])[F:36])[CH:34]=1)[CH2:6][NH:7][C:8]([C:10]1[N:19]([CH2:20][CH2:21][CH2:22]Cl)[C:18](=[O:24])[C:13]2=[N:14][CH:15]=[CH:16][CH:17]=[C:12]2[C:11]=1[C:25]1[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][CH:26]=1)=[O:9].[H-].[Na+].Cl.C(=O)([O-])[O-].[K+].[K+]>C1COCC1>[F:37][C:35]([F:36])([F:38])[C:33]1[CH:32]=[C:5]([CH:4]=[C:3]([C:2]([F:40])([F:1])[F:39])[CH:34]=1)[CH2:6][N:7]1[CH2:22][CH2:21][CH2:20][N:19]2[C:10](=[C:11]([C:25]3[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][CH:26]=3)[C:12]3[CH:17]=[CH:16][CH:15]=[N:14][C:13]=3[C:18]2=[O:24])[C:8]1=[O:9]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 24758Sodium hydrideHCID 18387244HCID 18387244, compound

Product 1

HCID 10816374HCID 10816374, compoundYield 56.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of N-[3,5-bis(trifluoromethyl)benzyl]-7-(3-chloropropyl)-7,8-dihydro-5-(4-methylphenyl)-8-oxo-6-pyrido[3,4-b]pyridinecarboxamide (66 mg), sodium hydride (60% oily) (84 mg) and THF (3 ml) was stirred at room temperature for 14 hours. 2 N-HCl was added to the reaction mixture, which was then made basic with aqueous potassium carbonate and thereafter extracted with ethyl acetate, The extract was washed with water and dried, and the solvent was removed by distillation. Thus, the entitled compound was obtained as colorless crystals (35 mg).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water
  3. customdried
  4. customthe solvent was removed by distillation

Sources & evidence

ORD record
ord-dae3e4b5233b4ed3a5d89eb0706d349b
Source dataset
uspto-grants-2002_12
Patent number
US06489315B1

Reaction notes

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