Trifluoroacetic acid → HCID 9943756, compound

HRID 713416Notes

Reaction equation

HRID 713416 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>ClCCl>[NH:8]1[CH2:13][CH2:12][CH:11]([C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)=[O:15])[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21306982HCID 21306982, compound

Product 1

HCID 9943756HCID 9943756, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of compound 4-(pyridine-2-carbonyl)-piperidine-1-carboxylic acid tert-butyl ester (260 mg, 0.90 mmol) in dichloromethane (10 mL) was then added TFA (0.69 mL, 8.95 mmol) the reaction was then stirred at 25° C. for 3 hours and the solvent was removed under vacuum and the crude material was co-evaporated 3 times with dichloromethane to remove most of the remaining TFA, affording crude the title compound as an orange oil (170 mg, 100%). The crude material was used directly in the next step without subsequent purification. LRMS m/z ES+=190.8 (M+H), retention time 0.60.

Workup

  1. customthe solvent was removed under vacuum
  2. customto remove most of the remaining TFA

Sources & evidence

ORD record
ord-3a31c80e87724b079b153fe16d521ed1
Source dataset
uspto-grants-2015_11
Patent number
US09181266B2

Reaction notes

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