Hydrochloric Acid → Cinacalcet Hydrochloride

HRID 1296830Notes

Reaction equation

HRID 1296830 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]>CCCCCCC>[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 8900HeptaneSolvent

Procedure

0.93 g of cinacalcet base was dissolved in 50 ml of n-heptane 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 then stirred at room temperature for 0.5 hour. The product was isolated by filtration, washed with 10 ml of n-heptane, and dried at 50° C. in a vacuum oven for 17 hours, yielding 0.75 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 with 10 ml of n-heptane
  5. customdried at 50° C. in a vacuum oven for 17 hours

Sources & evidence

ORD record
ord-21be1ab1eb3349eabde755efc96e3c5e
Source dataset
uspto-grants-2007_07
Patent number
US07247751B2

Reaction notes

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