Hydrochloric Acid → Cinacalcet Hydrochloride

HRID 1296831Notes

Reaction equation

HRID 1296831 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

0.3 g of cinacalcet base was stirred in 6 ml of n-heptane at room temperature. Then, 3 ml of 1N HCl were added in one portion, resulting in an immediate precipitation. The resulting mixture was stirred at room temperature, i.e., about 20° to about 25° C., overnight. The product was isolated by filtration, washed with 4 ml of n-heptane, and dried at 50° C. in a vacuum oven for 25 hours, yielding 0.3 g of cinacalcet hydrochloride crystalline Form I.

Workup

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

Sources & evidence

ORD record
ord-921ea5f70b7041d1bc8b163e1c31855e
Source dataset
uspto-grants-2007_07
Patent number
US07247751B2

Reaction notes

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