2-Pyridineethanamine → HCID 178440923, compound

HRID 656305Notes

Reaction equation

HRID 656305 reaction equation
[C:1]([C:5]1[CH:18]=[CH:17][C:8]([CH2:9][NH:10][C:11](=[N:14][C:15]#[N:16])SC)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:19][CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1>C1(C)C(C)=CC=CC=1>[C:15]([N:14]=[C:11]([NH:19][CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1)[NH:10][CH2:9][C:8]1[CH:17]=[CH:18][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:6][CH:7]=1)#[N:16]

Participants

4

Reactant 2

HCID 759192-PyridineethanamineHCID 178503903HCID 178503903, compound

Product 1

HCID 178440923HCID 178440923, compoundYield 30.3%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

N-(4-t-butylbenzyl)N′-cyano-S-methylisothiourea (180 mg) was dissolved in xylene (10 ml) and to the solution was added 2-(2-aminoethyl)pyridine (86 mg), followed by refluxing for 7 hours. The resulting mixture was concentrated under reduced pressure and the obtained residue was purified by column-chromatography (acetone/ethyl acetate=1/1) to yield the compound 31-1 (70 mg, 30%) as a liquid.

Workup

  1. temperatureby refluxing for 7 hours
  2. concentrationThe resulting mixture was concentrated under reduced pressure
  3. customthe obtained residue was purified by column-chromatography (acetone/ethyl acetate=1/1)

Sources & evidence

ORD record
ord-7b78c4e7825e4f648b5deb5541c08927
Source dataset
uspto-grants-2011_12
Patent number
US08071650B2

Reaction notes

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