Hydrochloric Acid → 5-(3-(3-fluorophenylsulfonyl)quinolin-8-yl)octahydro-1H-pyrrolo[3,4-c]pyridin-2-ium chloride

HRID 2068151Notes

Reaction equation

HRID 2068151 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([S:8]([C:11]2[CH:12]=[N:13][C:14]3[C:19]([CH:20]=2)=[CH:18][CH:17]=[CH:16][C:15]=3I)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.[CH2:22]1[CH:30]2[CH:25]([CH2:26][NH:27][CH2:28][CH2:29]2)[CH2:24][N:23]1C(OC(C)(C)C)=O.[ClH:38]>>[Cl-:38].[F:1][C:2]1[CH:3]=[C:4]([S:8]([C:11]2[CH:12]=[N:13][C:14]3[C:19]([CH:20]=2)=[CH:18][CH:17]=[CH:16][C:15]=3[N:27]2[CH2:28][CH2:29][CH:30]3[CH2:22][NH2+:23][CH2:24][CH:25]3[CH2:26]2)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 232828821,1-Dimethylethyl octahydro-2H-pyrrolo(3,4-c)pyridine-2-carboxylateHCID 673141573-(3-Fluorophenylsulfonyl)-8-iodoquinoline

Product 1

HCID 687253195-(3-(3-fluorophenylsulfonyl)quinolin-8-yl)octahydro-1H-pyrrolo[3,4-c]pyridin-2-ium chloride

Procedure

0.072 g of 5-(3-(3-fluorophenylsulfonyl)quinolin-8-yl)octahydro-1H-pyrrolo[3,4-c]pyridin-2-ium chloride were prepared by analogy to the methods of Examples 27 and 28 by coupling of 3-(3-fluorophenylsulfonyl)-8-iodoquinoline with commercially available tert-butyl hexahydro-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylate and subsequent deprotection of the tert-butyl-oxycarbonyl derivative with HCl in isoproanol.

Sources & evidence

ORD record
ord-dca4fa94019b4dbf9a75627bf226fbe9
Source dataset
uspto-grants-2012_10
Patent number
US08293913B2

Reaction notes

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