Hydrochloric Acid → HCID 71060126, compound

HRID 337205Notes

Reaction equation

HRID 337205 reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([N:25]3[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]3)=[O:24])=[CH:19][CH:18]=2)(=[O:16])=[O:15])[CH2:10][CH2:9]1)(C)(C)C.Cl>O1CCOCC1>[NH2:7][CH:8]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[CH:18]=[CH:19][C:20]([C:23]([N:25]3[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]3)=[O:24])=[CH:21][CH:22]=2)(=[O:16])=[O:15])[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71060184HCID 71060184, compound

Product 1

HCID 71060126HCID 71060126, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

{1-[4-(Piperidine-1-carbonyl)-benzenesulfonyl]-piperidin-4-yl}-carbamic acid tert-butyl ester (0.17 g, 0.39 mmol) was suspended in a 4M solution of HCl in Dioxane (10 ml). The resulting suspension was stirred at room temperature for 3 hours. After this time the solution was concentrated under vacuum, then azeotroped with methanol and suspended in diethyl ether. The resulting solid precipitate was then collected by filtration, washed with diethyl ether and dried under vacuum to afford the title compound (0.13 g, 100% yield) as a white solid. Tr=1.19 min, m/z (ES+) (M+H)+ 352.

Workup

  1. concentrationAfter this time the solution was concentrated under vacuum
  2. customazeotroped with methanol
  3. filtrationThe resulting solid precipitate was then collected by filtration
  4. washwashed with diethyl ether
  5. customdried under vacuum

Sources & evidence

ORD record
ord-6e16bc46b171491089a2825fd6bd7a5f
Source dataset
uspto-grants-2014_11
Patent number
US08889716B2

Reaction notes

Loading…