Hydrochloric Acid → HCID 66710366, compound

HRID 1256016Notes

Reaction equation

HRID 1256016 reaction equation
CO.[ClH:3].[CH2:4]([NH:11][C@H:12]1[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][C@H:13]1[F:25])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>CCOCC>[ClH:3].[CH2:4]([NH:11][C@H:12]1[CH2:17][CH2:16][NH:15][CH2:14][C@H:13]1[F:25])[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 11312869cis-4-Benzylamino-1-tert-butoxycarbonyl-3-fluoropiperidine

Product 1

HCID 66710366HCID 66710366, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

MeOH (25 mL) and HCl (4 N in dioxane) (16 ml, 64.00 mmol) were added to a flask charged with (3R,4S)-tert-butyl 4-(benzylamino)-3-fluoropiperidine-1-carboxylate (4 g, 12.97 mmol, prepared according to WO2007/071965 and references described therein) and the suspension was stirred at RT for 5 h. The solution was concentrated under reduced pressure and the white solid obtained was suspended in ether (50 ml) and filtered, dried under high vacuum to give the title product (2.90 g, 91%) (white solid).

Workup

  1. customprepared
  2. concentrationThe solution was concentrated under reduced pressure
  3. customthe white solid obtained
  4. filtrationfiltered
  5. customdried under high vacuum

Sources & evidence

ORD record
ord-e20364db698f422292687b992394aeb4
Source dataset
uspto-grants-2013_06
Patent number
US08461170B2

Reaction notes

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