Hydrochloric Acid → HCID 16781088, compound

HRID 1841931Notes

Reaction equation

HRID 1841931 reaction equation
Cl.C(OC([N:9]1[CH2:14][CH2:13][CH:12]([NH:15][S:16]([C:19]2[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=2)(=[O:18])=[O:17])[CH2:11][CH2:10]1)=O)(C)(C)C>O1CCOCC1>[N+:25]([C:22]1[CH:21]=[CH:20][C:19]([S:16]([NH:15][CH:12]2[CH2:13][CH2:14][NH:9][CH2:10][CH2:11]2)(=[O:17])=[O:18])=[CH:24][CH:23]=1)([O-:27])=[O:26]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53255594HCID 53255594, compound

Product 1

HCID 16781088HCID 16781088, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

HCl (20 ml, 4M solution in dioxane) was added in one portion to a stirred solution of 4-(4-Nitro-benzenesulfonylamino)-piperidine-1-carboxylic acid tert-butyl ester (1.92 g, 4.9 mmol) in dioxane (5 ml) and the suspension was stirred at room temperature under a nitrogen atmosphere for 3 hours. After this time the reaction was concentrated under vacuum and the resulting solid was collected by filtration, washed with TBME (3×100 ml) and dried under vacuum to give the title compound (1.4 g, 100% yield) as a white solid. Tr=0.91 min m/z (ES+) (M+H+) 286.

Workup

  1. concentrationAfter this time the reaction was concentrated under vacuum
  2. filtrationthe resulting solid was collected by filtration
  3. washwashed with TBME (3×100 ml)
  4. customdried under vacuum

Sources & evidence

ORD record
ord-3b41e2a527f743c595eaa4f15666c3d3
Source dataset
uspto-grants-2015_02
Patent number
US08946197B2

Reaction notes

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