Cinacalcet Hydrochloride → Cinacalcet

HRID 1023749Notes

Reaction equation

HRID 1023749 reaction equation
[CH3:1][C@@H:2]([NH:13][CH2:14][CH2:15][CH2:16][C:17]1[CH:18]=[CH:19][CH:20]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:22]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=12.Cl>ClCCl>[CH3:1][C@@H:2]([NH:13][CH2:14][CH2:15][CH2:16][C:17]1[CH:18]=[CH:19][CH:20]=[C:21]([C:23]([F:24])([F:25])[F:26])[CH:22]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=12

Participants

3

Reactant 1

HCID 156418Cinacalcet Hydrochloride

Product 1

HCID 156419CinacalcetYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Cinacalcet HCl salt (˜3.16 g, ˜8.02 mmol, 11) was dissolved in dichloromethane (DCM) and the solution was washed with saturated aqueous Na2CO3 solution three times. The dichloromethane solution was dried over Na2SO4, filtered, and the solvent removed under reduced pressure to give cinacalcet free base (12) as a clear liquid (˜2.75 g, ˜96% yield).

Workup

  1. washthe solution was washed with saturated aqueous Na2CO3 solution three times
  2. dry with materialThe dichloromethane solution was dried over Na2SO4
  3. filtrationfiltered
  4. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-74a46b890bbe4649bd7dd86e0dbaba7b
Source dataset
uspto-grants-2014_05
Patent number
US08722732B2

Reaction notes

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