Hydrochloric Acid → Cinacalcet Hydrochloride

HRID 1593211Notes

Reaction equation

HRID 1593211 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].O>CC(C)=O>[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

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 156419Cinacalcet

Product 1

HCID 156418Cinacalcet Hydrochloride

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Cinacalcet base (2.0 g) prepared according to Example 1 was dissolved in acetone (4 ml) at room temperature. Then 1N HCl (1.5 eq.) and water (40 ml) were added. The mixture was stirred at room temperature for 4 hours to obtain a precipitate. The product was isolated by filtration, washed with water (10 ml) and dried at 50° C. in a vacuum oven for 24 hours to obtain 1.75 g of cinacalcet hydrochloride containing less than 0.15 area percent of CNC-carbamate as measured by HPLC. (purity by HPLC 99.9 percent).

Workup

  1. customto obtain a precipitate
  2. customThe product was isolated by filtration
  3. washwashed with water (10 ml)
  4. customdried at 50° C. in a vacuum oven for 24 hours

Sources & evidence

ORD record
ord-bf3a6dab236945b89bb060b6e8d4d89e
Source dataset
uspto-grants-2007_11
Patent number
US07294735B2

Reaction notes

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