Hydrochloric Acid → Varenicline dihydrochloride

HRID 2092911Notes

Reaction equation

HRID 2092911 reaction equation
[CH:1]1[CH:2]=[N:3][C:4]2[C:9]([N:10]=1)=[CH:8][C:7]1[CH:11]3[CH2:16][NH:15][CH2:14][CH:13]([C:6]=1[CH:5]=2)[CH2:12]3.[ClH:17]>CC(OC)(C)C>[CH2:12]1[CH:13]2[C:6]3[C:7]([CH:11]1[CH2:16][NH:15][CH2:14]2)=[CH:8][C:9]1[C:4](=[N:3][CH:2]=[CH:1][N:10]=1)[CH:5]=3.[ClH:17]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 1703615,8,14-Triazatetracyclo[10.3.1.02,11.04,9]hexadeca-2,4,6,8,10-pentaene

Product 1

HCID 50878597Varenicline dihydrochloride

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

Varenicline base (2.3 g) was suspended in 20 mL of MTBE. Hydrochloric acid (1.1 g of 37% aqueous solution) was added and the mixture was stirred for 3 h at room temperature. The mixture was filtered and dried under vacuum at 40° C. XRD Analysis: Form II.

Workup

  1. filtrationThe mixture was filtered
  2. customdried under vacuum at 40° C

Sources & evidence

ORD record
ord-22049f06c76f4a838c5338aaffcdb034
Source dataset
uspto-grants-2013_05
Patent number
US08440825B2

Reaction notes

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