Hydrochloric Acid → N-{(2S)-5-[(2-methyl-3-pyridinyl)oxy]-2,3-dihydro-1H-inden-2-yl}-2-propanesulfonamide, hydrochloride

HRID 1922304Notes

Reaction equation

HRID 1922304 reaction equation
[CH3:1][C:2]1[C:7]([O:8][C:9]2[CH:10]=[C:11]3[C:15](=[CH:16][CH:17]=2)[CH2:14][C@H:13]([NH:18][S:19]([CH:22]([CH3:24])[CH3:23])(=[O:21])=[O:20])[CH2:12]3)=[CH:6][CH:5]=[CH:4][N:3]=1.[ClH:25]>CO.ClCCl>[ClH:25].[CH3:1][C:2]1[C:7]([O:8][C:9]2[CH:10]=[C:11]3[C:15](=[CH:16][CH:17]=2)[CH2:14][C@H:13]([NH:18][S:19]([CH:22]([CH3:24])[CH3:23])(=[O:21])=[O:20])[CH2:12]3)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 44124722N-{(2S)-5-[(2-methyl-3-pyridinyl)oxy]-2,3-dihydro-1H-inden-2-yl}-2-propanesulfonamide

Product 1

HCID 131729708N-{(2S)-5-[(2-methyl-3-pyridinyl)oxy]-2,3-dihydro-1H-inden-2-yl}-2-propanesulfonamide, hydrochlorideYield 100.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

N-{(2S)-5-[(2-methyl-3-pyridinyl)oxy]-2,3-dihydro-1H-inden-2-yl}-2-propanesulfonamide (free base, 7.08 g, 20.44 mmol) was dissolved in methanol (150 mL) and dichloromethane (75 mL). HCl (1M in ether, 21.46 mL, 21.46 mmol) was added dropwise at 0° C. and the mixture was stirred at room temperature for 20 minutes. Solvent was removed under reduced pressure to obtain the title compound (7.9 g) containing a minor amount of methanol. 1 g of this material was dried under reduced pressure at 60° C. for 60 hours to give 0.98 g of the title compound.

Workup

  1. customSolvent was removed under reduced pressure

Sources & evidence

ORD record
ord-c6b89e0213d9459d906e51b03e7f1f86
Source dataset
uspto-grants-2012_05
Patent number
US08173820B2

Reaction notes

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