Cinacalcet Hydrochloride → Cinacalcet

HRID 1484203Notes

Reaction equation

HRID 1484203 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-98a9d34553004fe5bbdcd78d17f3b1e4
Source dataset
uspto-grants-2016_08
Patent number
US09421275B2

Reaction notes

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