Hydrochloric Acid → 4-methyl-N-(3-((3-(piperidin-4-yl)pyridin-2-yl)oxy)cyclobutyl)benzenesulfonamide hydrochloride

HRID 1846823Notes

Reaction equation

HRID 1846823 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH:12]2[CH2:15][CH:14]([O:16][C:17]3[C:22]([CH:23]4[CH2:28][CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25][CH2:24]4)=[CH:21][CH:20]=[CH:19][N:18]=3)[CH2:13]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[ClH:36]>CO>[ClH:36].[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH:12]2[CH2:13][CH:14]([O:16][C:17]3[C:22]([CH:23]4[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]4)=[CH:21][CH:20]=[CH:19][N:18]=3)[CH2:15]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67481368Tert-butyl 4-(2-(3-(4-methylphenylsulfonamido)cyclobutoxy)pyridin-3-yl)piperidine-1-carboxylate

Product 1

HCID 674787294-methyl-N-(3-((3-(piperidin-4-yl)pyridin-2-yl)oxy)cyclobutyl)benzenesulfonamide hydrochlorideYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To tert-butyl 4-(2-(3-(4-methylphenylsulfonamido)cyclobutoxy)pyridin-3-yl)piperidine-1-carboxylate (501 mg, 1 mmol) was added 4 M HCl in MeOH (100 mL). The solution was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure to give 4-methyl-N-(3-((3-(piperidin-4-yl)pyridin-2-yl)oxy)cyclobutyl)benzenesulfonamide hydrochloride (381 mg, 0.95 mmol, yield 95%). ESI-MS (M+1): 402 calc. for C21H27N3O3S 401.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-b5025bf425d649559aafea7730d42a1a
Source dataset
uspto-grants-2015_02
Patent number
US08952037B2

Reaction notes

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