Water → 1350343-61-1

HRID 515400Notes

Reaction equation

HRID 515400 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>CC(O)CC>[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 Hydrochloride

Product 1

HCID 545971881350343-61-1

Reagents, catalysts & solvents 1

HCID 6568(+-)-2-ButanolSolvent2×

Procedure

Also included in the present invention is a method for preparing the crystalline Form II, the method comprising: (a) heating 5-15% by weight of (R)-7-chloro-N-(quinuclidin-3-yl)benzo[b]thiophene-2-carboxamide hydrochloride in 2-butanol or an aqueous 2-butanol to between 60° C. and the boiling point of the solution; (b) if the water content is smaller than 5% volume/volume, adding water to the mixture so that the water content is not less than 5% volume/volume; (c) cooling the solution to below 10° C.; (d) keeping the resulting mixture to below 10° C.; and (e) isolating crystalline (R)-7-chloro-N-(quinuclidin-3-yl)benzo[b]thiophene-2-carboxamide hydrochloride monohydrate.

Workup

  1. customto between 60° C.
  2. customto below 10° C.

Sources & evidence

ORD record
ord-debde03facc84bdc99ed9732677cbdd4
Source dataset
uspto-grants-2015_08
Patent number
US09108961B2

Reaction notes

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