Hydrochloric Acid → Cinacalcet Hydrochloride

HRID 1296829Notes

Reaction equation

HRID 1296829 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(O)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 156419Cinacalcet

Product 1

HCID 156418Cinacalcet Hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of cinacalcet base was formed by dissolving 1.0 g of cinacalcet base in 4 ml of absolute ethanol. Then, 15 ml of 1N hydrochloric acid (“HCl”) was added drop-wise to the solution. The resulting mixture was stirred at ambient temperature for 20 hours, producing a precipitate. The product was isolated by filtration, washed with 6 ml of water, and dried in a vacuum oven at 50° C. for 24 hours, yielding 0.97 g of cinacalcet hydrochloride. The final product was analyzed by powder XRD. The resulting powder XRD diffractogram illustrated in FIG. 2, shows the product to be cinacalcet hydrochloride crystalline Form I.

Workup

  1. customproducing a precipitate
  2. customThe product was isolated by filtration
  3. washwashed with 6 ml of water
  4. customdried in a vacuum oven at 50° C. for 24 hours

Sources & evidence

ORD record
ord-fe778253fd2f46c89fd475e26374f95d
Source dataset
uspto-grants-2007_07
Patent number
US07247751B2

Reaction notes

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