Potassium Carbonate → HCID 21192936, compound

HRID 1067287Notes

Reaction equation

HRID 1067287 reaction equation
[Cl:1][C:2]1[C:3]([NH:18][C:19](=[O:30])[C:20]2[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH3:28])=[C:22]([Br: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.C(=O)([O-])[O-].[K+].[K+]>CO.O.ClCCl>[Cl:1][C:2]1[C:3]([NH:18][C:19](=[O:30])[C:20]2[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH3:28])=[C:22]([Br:29])[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 2

HCID 11430Potassium CarbonateHCID 21192935HCID 21192935, compound

Product 1

HCID 21192936HCID 21192936, compoundYield 79.4%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 22242641Methanol--water (1/1)Solvent

Procedure

A solution of N-(8-chloro-2-trifluoroacetyl-1,2,3,4-tetrahydroisoquinolin-7-yl)-3-bromo-4-ethoxybenzamide (0.28 g) in methanol/water (5 ml 9:1) was treated with potassium carbonate (0.38 g) and stirred 12 h. The mixture was diluted with dichloromethane and washed with water. The organic phase was dried (MgSO4) solvent removed at reduced pressure. The residue was chromatographed (silica gel, dichloromethane/methanol/ammonia up to 9:1:0.1 eluant) to give the title compound (0.18 g) as a colourless solid.

Workup

  1. washwashed with water
  2. dry with materialThe organic phase was dried (MgSO4) solvent
  3. customremoved at reduced pressure
  4. customThe residue was chromatographed (silica gel, dichloromethane/methanol/ammonia up to 9:1:0.1 eluant)

Sources & evidence

ORD record
ord-12a28786588c4b7491c8d1e17117abd6
Source dataset
uspto-grants-2001_06
Patent number
US06248754B1

Reaction notes

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