Hydrochloric Acid → Cinacalcet Hydrochloride

HRID 1296833Notes

Reaction equation

HRID 1296833 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(OCC)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 3283Diethyl EtherSolvent

Procedure

0.3 g of cinacalcet base was dissolved in 6 ml of diethyl ether at room temperature, i.e., about 20° to about 25° C. Then, 3 ml of 1N HCl were added to the solution in one portion, resulting in an immediate precipitation. The resulting slurry was stirred at room temperature, i.e., about 20° to about 25° C., overnight. The product was isolated by filtration, washed with 5 ml of diethyl ether, and dried at 50° C. in a vacuum oven for 24 hours, yielding 0.26 g of cinacalcet hydrochloride crystalline Form I.

Workup

  1. customi.e., about 20° to about 25° C
  2. customresulting in an immediate precipitation
  3. customi.e., about 20° to about 25° C., overnight
  4. customThe product was isolated by filtration
  5. washwashed with 5 ml of diethyl ether
  6. customdried at 50° C. in a vacuum oven for 24 hours

Sources & evidence

ORD record
ord-990ea63b6e674e5f8bfdd77529ddb655
Source dataset
uspto-grants-2007_07
Patent number
US07247751B2

Reaction notes

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