Potassium Carbonate → HCID 21362788, compound

HRID 983462Notes

Reaction equation

HRID 983462 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-c0e679de8fe1416599f281c2d982de67
Source dataset
uspto-grants-2005_03
Patent number
US06864266B2

Reaction notes

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