Hydrochloric Acid → Lurasidone hydrochloride

HRID 533685Notes

Reaction equation

HRID 533685 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]2[S:9][N:8]=[C:7]([N:10]3[CH2:15][CH2:14][N:13]([CH2:16][C@H:17]4[C@H:22]([CH2:23][N:24]5[C:34](=[O:35])[C@H:33]6[C@H:27]([C@H:28]7[CH2:32][C@@H:31]6[CH2:30][CH2:29]7)[C:25]5=[O:26])[CH2:21][CH2:20][CH2:19][CH2:18]4)[CH2:12][CH2:11]3)[C:5]=2[CH:6]=1.C([O-])(=O)C([O-])=O.[ClH:42]>CC(C)=O>[CH:1]1[CH:2]=[CH:3][C:4]2[S:9][N:8]=[C:7]([N:10]3[CH2:15][CH2:14][N:13]([CH2:16][C@H:17]4[C@H:22]([CH2:23][N:24]5[C:34](=[O:35])[C@H:33]6[C@H:27]([C@H:28]7[CH2:32][C@@H:31]6[CH2:30][CH2:29]7)[C:25]5=[O:26])[CH2:21][CH2:20][CH2:19][CH2:18]4)[CH2:12][CH2:11]3)[C:5]=2[CH:6]=1.[ClH:42]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86731815HCID 86731815, compound

Product 1

HCID 11237860Lurasidone hydrochloride

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture consisting of acetone (3450 mL) and lurasidone oxalate (432 g) is refluxed until dissolved. Concentrated hydrochloric acid (68 mL) is added, and the mixture is cooled to ambient temperature, and then cooled for three hours at 5° C. The solid is filtered, and 326 g of lurasidone hydrochloride free of impurities exceeding 0.1% is obtained after drying.

Workup

  1. temperatureis refluxed
  2. dissolutionuntil dissolved
  3. temperaturecooled for three hours at 5° C
  4. filtrationThe solid is filtered
  5. customis obtained
  6. customafter drying

Sources & evidence

ORD record
ord-72d3478bee01415d9ab72d02282b1e06
Source dataset
uspto-grants-2014_10
Patent number
US08853395B2

Reaction notes

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