Potassium Carbonate → HCID 21362788, compound

HRID 1168868Notes

Reaction equation

HRID 1168868 reaction equation
[CH:1]([NH:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([CH2:13][N:14]([CH2:32][CH3:33])[CH:15]2[CH2:24][CH2:23][C:22]3[C:17](=[CH:18][C:19]([NH:25]C(=O)C(F)(F)F)=[CH:20][CH:21]=3)[CH2:16]2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+]>CO.O>[CH:1]([NH:4][C:5]([N:7]1[CH2:8][CH2:9][CH:10]([CH2:13][N:14]([CH:15]2[CH2:24][CH2:23][C:22]3[C:17](=[CH:18][C:19]([NH2:25])=[CH:20][CH:21]=3)[CH2:16]2)[CH2:32][CH3:33])[CH2:11][CH2:12]1)=[O:6])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 86589089HCID 86589089, compound

Product 1

HCID 21362788HCID 21362788, compoundYield 95.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of the 4-({ethyl-[7-(2,2,2-trifluoro-acetylamino)-1,2,3,4-tetrahydro-naphthalen-2-yl]-amino}-methyl)-piperidine-1-carboxylic acid isopropylamide (630 mg, 1.3 mmol) in methanol (20 mL) and water (10 mL) was added potassium carbonate (500 mg) and the reaction was allowed to stir at room temperature for 24 h. The reaction was concentrated in vacuo and partitioned between EtOAc and water. The organic layer was washed with brine, dried (MgSO4) and concentrated to afford 4-{[(7-amino-1,2,3,4-tetrahydro-naphthalen-2-yl)-ethyl-amino]-methyl}-piperidine-1-carboxylic acid isopropylamide as a light brown oil (464 mg).

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. custompartitioned between EtOAc and water
  3. washThe organic layer was washed with brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-b764d320b0904505a145c249c3188a9c
Source dataset
uspto-grants-2003_09
Patent number
US06627644B2

Reaction notes

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