Hydrochloric Acid → HCID 21192919, compound

HRID 1067290Notes

Reaction equation

HRID 1067290 reaction equation
[CH3:1][C:2]1[C:3]([NH:18][C:19](=[O:32])[C:20]2[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[C:22]([C:28]([F:31])([F:30])[F:29])[CH:21]=2)=[CH:4][CH:5]=[C:6]2[C:11]=1[CH2:10][N:9](C(=O)C(F)(F)F)[CH2:8][CH2:7]2.[OH-].[Na+].Cl>CO>[CH3:1][C:2]1[C:3]([NH:18][C:19](=[O:32])[C:20]2[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[C:22]([C:28]([F:31])([F:29])[F:30])[CH:21]=2)=[CH:4][CH:5]=[C:6]2[C:11]=1[CH2:10][NH:9][CH2:8][CH2:7]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21192923HCID 21192923, compound

Product 1

HCID 21192919HCID 21192919, compoundYield 67.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-(8-Methyl-2-trifluoroacetyl-1,2,3,4-tetrahydroisoquinolin-7-yl)-4-methoxy-3-trifluoromethylbenzamide (0.15 g) in methanol: 2N sodium hydroxide (15 ml 2:1) was stirred at room temperature for 1 h. 2M hydrochloric acid (4.5 ml) was added and solvent (10 ml) removed at reduced pressure. The residual solvent was extracted with dichloromethane, the organic phase washed with brine, dried MgSO4) and solvent removed at reduced pressure to give N-(8-methyl-1,2,3,4-tetrahydroisoquinolin-7-yl)-4-methoxy-3-trifluoromethylbenzamide (0.08 g)

Workup

  1. customsolvent (10 ml) removed at reduced pressure
  2. extractionThe residual solvent was extracted with dichloromethane
  3. washthe organic phase washed with brine, dried MgSO4) and solvent
  4. customremoved at reduced pressure

Sources & evidence

ORD record
ord-5aadf785d6b1419c87713f12046ff5b0
Source dataset
uspto-grants-2001_06
Patent number
US06248754B1

Reaction notes

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