Hydrochloric Acid → Cinacalcet Hydrochloride

HRID 1296835Notes

Reaction equation

HRID 1296835 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(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

4

Reactant 2

HCID 313Hydrochloric AcidHCID 156419Cinacalcet

Product 1

HCID 156418Cinacalcet Hydrochloride

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2.2 grams of cinacalcet base was dissolved in 2 ml of acetone at room temperature. Then, 10 ml of 1N HCl was added in one portion and the mixture was stirred at room temperature for 1 hour, yielding a precipitate. The product was isolated by filtration, washed with 10 ml of water, and dried at 50° C. in a vacuum oven for 24 hours, providing 1.75 grams of cinacalcet hydrochloride crystalline Form I. Purity: 99.9 HPLC area percent.

Workup

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

Sources & evidence

ORD record
ord-ec7b8f4ac0d641a4b9e7017f20563ac8
Source dataset
uspto-grants-2007_07
Patent number
US07247751B2

Reaction notes

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