Hydrochloric Acid → Cinacalcet Hydrochloride

HRID 1296840Notes

Reaction equation

HRID 1296840 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]>CC(OC)(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 156419Cinacalcet

Product 1

HCID 156418Cinacalcet Hydrochloride

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

1.2 g of cinacalcet base was stirred in 20 ml of MTBE at room temperature. Then, 10 ml of 1N HCl was added in one portion. Precipitation occurred immediately. The mixture was stirred at room temperature for 4 hours. The product was isolated by filtration, washed with 5 ml of MTBE, and dried at 50° C. in a vacuum oven for 16.5 hours, yielding 0.58 g of cinacalcet hydrochloride crystalline Form I.

Workup

  1. customPrecipitation
  2. customThe product was isolated by filtration
  3. washwashed with 5 ml of MTBE
  4. customdried at 50° C. in a vacuum oven for 16.5 hours

Sources & evidence

ORD record
ord-7dbe5d07e0e04d61bef3470edfc28b0a
Source dataset
uspto-grants-2007_07
Patent number
US07247751B2

Reaction notes

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