HCID 69084435, compound → HCID 57040977, compound

HRID 1023422Notes

Reaction equation

HRID 1023422 reaction equation
[C:1]1([CH3:16])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=[CH:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([NH2:15])[CH:10]=1>CO.[Pd]>[C:1]1([CH3:16])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([NH2:15])[CH:10]=1

Participants

4

Reactant 1

HCID 69084435HCID 69084435, compound

Product 1

HCID 57040977HCID 57040977, compoundYield 98.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To the solution of mixture of E and Z 4-(2-o-Tolyl-vinyl)-pyridin-2-ylamine (200 mg, 0.95 mmol) in methanol (10 mL) is added 5% palladium on carbon (20 mg). The mixture is purged and back filled with hydrogen three times using a hydrogen balloon. The reaction is then stirred at room temperature for 3 hours under the hydrogen atmosphere. The palladium on carbon is filtered and the filtrate is concentrated to give the desired product (198 mg).

Workup

  1. customThe mixture is purged
  2. additionback filled with hydrogen three times
  3. filtrationThe palladium on carbon is filtered
  4. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-752e2eab3bcc446a895a25988b038804
Source dataset
uspto-grants-2014_05
Patent number
US08722709B2

Reaction notes

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