Water → 1350343-61-1

HRID 2370713Notes

Reaction equation

HRID 2370713 reaction equation
Cl.[Cl:2][C:3]1[C:8]2[S:9][C:10]([C:12]([NH:14][C@@H:15]3[CH:20]4[CH2:21][CH2:22][N:17]([CH2:18][CH2:19]4)[CH2:16]3)=[O:13])=[CH:11][C:7]=2[CH:6]=[CH:5][CH:4]=1.O>C(#N)C>[OH2:13].[ClH:2].[Cl:2][C:3]1[C:8]2[S:9][C:10]([C:12]([NH:14][C@@H:15]3[CH:20]4[CH2:21][CH2:22][N:17]([CH2:18][CH2:19]4)[CH2:16]3)=[O:13])=[CH:11][C:7]=2[CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 962Water3×HCID 46208542Encenicline Hydrochloride2×

Product 1

HCID 545971881350343-61-1

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent3×

Procedure

The present invention also provides another method for preparing the crystalline Form I, comprising: (a) heating 10-30% by weight of (R)-7-chloro-N-(quinuclidin-3-yl)benzo[b]thiophene-2-carboxamide hydrochloride in acetonitrile or an aqueous acetonitrile to between 60° C. and the boiling point of the solution, (b) optionally adding water to the mixture to fully dissolve the (R)-7-chloro-N-(quinuclidin-3-yl)benzo[b]thiophene-2-carboxamide hydrochloride; (c) cooling the solution until crystals are just visible; (d) if the water content is greater than 3% volume/volume when crystals are just visible, adding acetonitrile to the mixture so that the water content is less than 3% volume/volume; (e) cooling the resulting mixture to below 15° C.; and (f) isolating crystalline (R)-7-chloro-N-(quinuclidin-3-yl)benzo[b]thiophene-2-carboxamide hydrochloride monohydrate.

Workup

  1. customThe present invention also provides another method
  2. customfor preparing the crystalline Form I

Sources & evidence

ORD record
ord-a55651379f2e46f98e66bb69e05e5b8b
Source dataset
uspto-grants-2014_04
Patent number
US08710227B2

Reaction notes

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