Hydrochloric Acid → HCID 68937495, compound

HRID 1260991Notes

Reaction equation

HRID 1260991 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]([CH3:44])[C@@H:11]2[CH2:16][CH2:15][N:14]([S:17]([CH:20]3[CH2:25][CH2:24][N:23](C(OCC4C=CC=CC=4)=O)[CH2:22][CH2:21]3)(=[O:19])=[O:18])[CH2:13][C@H:12]2[C:36]2[CH:41]=[CH:40][C:39]([Cl:42])=[C:38]([Cl:43])[CH:37]=2)=[O:9])=[CH:4][CH:3]=1.Cl.[OH-].[Na+]>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([N:10]([C@@H:11]2[CH2:16][CH2:15][N:14]([S:17]([CH:20]3[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]3)(=[O:18])=[O:19])[CH2:13][C@H:12]2[C:36]2[CH:41]=[CH:40][C:39]([Cl:42])=[C:38]([Cl:43])[CH:37]=2)[CH3:44])=[O:9])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68934589HCID 68934589, compound

Product 1

HCID 68937495HCID 68937495, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of the compound obtained in Example 496 (250 mg) and 6N hydrochloric acid (4 mL) in THF (4 mL) was stirred at 80° C. for 14 hr. The reaction mixture was made basic with 8N aqueous sodium hydroxide solution, and the resultant product was extracted with ethyl acetate. The organic layer was dried, and the solvent was evaporated under reduced pressure to give crude 4-chloro-N-[(3R,4R)-3-(3,4-dichlorophenyl)-1-(piperidin-4-ylsulfonyl)piperidin-4-yl]-N-methylbenzamide as a colorless oil.

Workup

  1. extractionthe resultant product was extracted with ethyl acetate
  2. customThe organic layer was dried
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-c05d330de3424306a1cfe963ade84014
Source dataset
uspto-grants-2013_06
Patent number
US08470816B2

Reaction notes

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