Hydrochloric Acid → HCID 86641913, compound

HRID 1665200Notes

Reaction equation

HRID 1665200 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([NH:22][C:23](=[O:28])[C:24]([F:27])([F:26])[F:25])([CH2:14][NH:15][C:16](=[O:21])[C:17]([F:20])([F:19])[F:18])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:29]>O1CCOCC1.CO>[ClH:29].[F:27][C:24]([F:25])([F:26])[C:23]([NH:22][C:11]1([CH2:14][NH:15][C:16](=[O:21])[C:17]([F:20])([F:19])[F:18])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)=[O:28]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86641912HCID 86641912, compound

Product 1

HCID 86641913HCID 86641913, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of 4-(2,2,2-trifluoro-acetylamino)-4-[(2,2,2-trifluoro-acetylamino)-methyl]-piperidine-1-carboxylic acid tert-butyl ester (5.25 g, 12.5 mmol) in dioxane (50 ml) is added 4 M HCl in dioxane (15 ml) and the reaction mixture is stirred at room temperature for 3 hours. The reaction mixture is concentrated in vacuo and the off-white solid obtained dissolved in the minimum amount of MeOH and re-precipitated by adding diethyl ether. The supernatant solvent mixture is decanted and the product is washed again with diethyl ether and dried under vacuum to afford 2,2,2-Trifluoro-N-{4-[(2,2,2-trifluoro-acetylamino)-methyl]-piperidin-4-yl}-acetamide hydrochloride; [M+H]+ 322.

Workup

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. customthe off-white solid obtained
  3. customre-precipitated
  4. additionby adding diethyl ether
  5. customThe supernatant solvent mixture is decanted
  6. washthe product is washed again with diethyl ether
  7. customdried under vacuum

Sources & evidence

ORD record
ord-dfd0a8aaa22b4fa7bbf45745fd438414
Source dataset
uspto-grants-2011_10
Patent number
US08039472B2

Reaction notes

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