Hydrochloric Acid → Cinacalcet Hydrochloride

HRID 1296834Notes

Reaction equation

HRID 1296834 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]>CCCCC>[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 156419Cinacalcet

Product 1

HCID 156418Cinacalcet Hydrochloride

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

1.0 g of cinacalcet base was partially dissolved in 30 ml of n-pentane at room temperature. Then, HCl gas was bubbled into the solution, producing a precipitate. The HCl gas was added until no more precipitation was observed. The resulting slurry was stirred at room temperature for 0.5 hour. The product was isolated by filtration, washed twice with 25 ml of n-pentane, and dried at 50° C. in a vacuum oven for 16 hours, yielding 0.87 g of cinacalcet hydrochloride crystalline Form I.

Workup

  1. customThen, HCl gas was bubbled into the solution
  2. customproducing a precipitate
  3. customThe product was isolated by filtration
  4. washwashed twice with 25 ml of n-pentane
  5. customdried at 50° C. in a vacuum oven for 16 hours

Sources & evidence

ORD record
ord-90f07b54bcad423880aa1534e468a6ee
Source dataset
uspto-grants-2007_07
Patent number
US07247751B2

Reaction notes

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