Acetone → Lurasidone hydrochloride

HRID 533686Notes

Reaction equation

HRID 533686 reaction equation
CC(C)=O.[CH:5]1[CH:6]=[CH:7][C:8]2[S:13][N:12]=[C:11]([N:14]3[CH2:19][CH2:18][N:17]([CH2:20][C@H:21]4[C@H:26]([CH2:27][N:28]5[C:38](=[O:39])[C@H:37]6[C@H:31]([C@H:32]7[CH2:36][C@@H:35]6[CH2:34][CH2:33]7)[C:29]5=[O:30])[CH2:25][CH2:24][CH2:23][CH2:22]4)[CH2:16][CH2:15]3)[C:9]=2[CH:10]=1.C([O-])(=O)C([O-])=O.[ClH:46]>O>[CH:5]1[CH:6]=[CH:7][C:8]2[S:13][N:12]=[C:11]([N:14]3[CH2:19][CH2:18][N:17]([CH2:20][C@H:21]4[C@H:26]([CH2:27][N:28]5[C:38](=[O:39])[C@H:37]6[C@H:31]([C@H:32]7[CH2:36][C@@H:35]6[CH2:34][CH2:33]7)[C:29]5=[O:30])[CH2:25][CH2:24][CH2:23][CH2:22]4)[CH2:16][CH2:15]3)[C:9]=2[CH:10]=1.[ClH:46]

Participants

5

Reactant 3

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 86731815HCID 86731815, compound

Product 1

HCID 11237860Lurasidone hydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture consisting of acetone (280 mL), water (140 mL) and lurasidone oxalate (47 g) is refluxed until dissolved. Concentrated hydrochloric acid (11 mL) is added, and the mixture is cooled at ambient temperature for two hours. The solid is filtered, and 36 g of lurasidone hydrochloride free of impurities exceeding 0.1% is obtained after drying.

Workup

  1. temperatureis refluxed
  2. dissolutionuntil dissolved
  3. filtrationThe solid is filtered
  4. customis obtained
  5. customafter drying

Sources & evidence

ORD record
ord-fcc25adeb3eb4f8d88b7a6f66227aede
Source dataset
uspto-grants-2014_10
Patent number
US08853395B2

Reaction notes

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