Hydrochloric Acid → Cinacalcet Hydrochloride

HRID 871111Notes

Reaction equation

HRID 871111 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.[ClH:27]>C(OC(C)C)(C)C>[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.[ClH:27]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 156419Cinacalcet2×

Product 1

HCID 156418Cinacalcet HydrochlorideYield 86.48%

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Procedure

Cinacalcet base Compound of formula (I) (5.0 gm) was dissolved in diisopropylether (50 ml) and the pH of the solution was adjusted to 1-2 using concentrated hydrochloric acid at 25-30° C. The mass was stirred for 30 minutes, precipitated solid was filtered, washed with diisopropylether (10 ml) and dried under vacuum to yield 4.8 gm (86.48%) of Cinacalcet hydrochloride; HPLC purity 99.67%; Chiral purity: 99.92%.

Workup

  1. customprecipitated solid
  2. filtrationwas filtered
  3. washwashed with diisopropylether (10 ml)
  4. customdried under vacuum

Sources & evidence

ORD record
ord-c6b5e230ccc64afda3c8f76cc44e6fc3
Source dataset
uspto-grants-2015_03
Patent number
US08969623B2

Reaction notes

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