Hydrochloric Acid → Hydrochloric Acid

HRID 511143Notes

Reaction equation

HRID 511143 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[C:17]([CH3:24])[N:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O.[ClH:32]>ClCCl.O1CCOCC1>[ClH:32].[CH3:24][C:17]1[N:16]=[C:15]([NH:14][CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[CH:20]=[CH:19][C:18]=1[N+:21]([O-:23])=[O:22].[ClH:32]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 58576055HCID 58576055, compound

Product 2

HCID 313Hydrochloric AcidHCID 66672268HCID 66672268, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent2×HCID 312751,4-DioxaneSolvent2×

Procedure

4-(6-Methyl-5-nitro-pyridin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (590 mg; 1.75 mmol, prepared in accordance with Example 99) is dissolved in dichloromethane (10 mL) and trifluoroacetic acid (2 mL) is added under stirring. After 30 minutes, the reaction mixture is concentrated under reduced pressure and the residue obtained is co-evaporated with dichloromethane (2×10 mL). The product is then diluted in dioxane (6 mL) and a 4N solution of hydrochloric acid in dioxane (3 mL) is added. The precipitate formed is filtered and dried under high vacuum at 40° C. to afford the desired product as hydrochloride (477 mg; 1.75 mmol).

Workup

  1. concentrationthe reaction mixture is concentrated under reduced pressure
  2. customthe residue obtained
  3. customThe precipitate formed
  4. filtrationis filtered
  5. customdried under high vacuum at 40° C.

Sources & evidence

ORD record
ord-70c6e3ca59ab44b0a2aee7439c437fcf
Source dataset
uspto-grants-2015_08
Patent number
US09096524B2

Reaction notes

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