Hydrochloric Acid → HCID 68575364, compound

HRID 656463Notes

Reaction equation

HRID 656463 reaction equation
C([N:8]1[CH:13]([C:14]#[N:15])[CH2:12][CH2:11][CH2:10][C:9]1([CH2:18][C:19]([O:21]C(C)(C)C)=[O:20])[C:16]#[N:17])C1C=CC=CC=1.[ClH:26].[H][H]>CO.[Pd]>[ClH:26].[NH2:17][CH2:16][C:9]1([CH2:18][C:19]([OH:21])=[O:20])[CH2:10][CH2:11][CH2:12][CH:13]([CH2:14][NH2:15])[NH:8]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 86629994HCID 86629994, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68575364HCID 68575364, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 6.00 mmol of tert-butyl (1-benzyl-2,6-dicyanopiperidin-2-yl)acetate in 40 ml of methanol is admixed with 2 ml of 37% strength aqueous hydrochloric acid and 0.600 g of 10% Pd/C. The reaction mixture is hydrogenated with 4 bar of hydrogen at 22° C. for 18 hours. The reaction mixture is filtered over Hyflo and the filtrate is evaporated. From the residue the crude title compound is identified on the basis of the Rf value. The title compound is used without further purification in the next stage.

Workup

  1. filtrationThe reaction mixture is filtered over Hyflo
  2. customthe filtrate is evaporated
  3. customThe title compound is used without further purification in the next stage

Sources & evidence

ORD record
ord-e836a627a44e4f1a816e2b1e751d1ee8
Source dataset
uspto-grants-2011_12
Patent number
US08071773B2

Reaction notes

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