3-Chloropyrazine-2-carbonitrile → HCID 25181777, compound

HRID 1896048Notes

Reaction equation

HRID 1896048 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([C:8]#[C:9][CH:10]([CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)O)[CH:5]=[CH:4][CH:3]=1.CC1C=CC=C(C#CC=C2CCNCC2)N=1.Cl[C:35]1[C:40]([C:41]#[N:42])=[N:39][CH:38]=[CH:37][N:36]=1>>[CH3:1][C:2]1[N:7]=[C:6]([C:8]#[C:9][CH:10]=[C:12]2[CH2:17][CH2:16][N:15]([C:35]3[C:40]([C:41]#[N:42])=[N:39][CH:38]=[CH:37][N:36]=3)[CH2:14][CH2:13]2)[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 2924653-Chloropyrazine-2-carbonitrileHCID 689774953-(6-Methyl-pyridin-2-yl)-1-piperidin-4-yl-prop-2-yn-1-olHCID 875504022-Methyl-6-(3-piperidin-4-ylideneprop-1-ynyl)pyridine

Product 1

HCID 25181777HCID 25181777, compoundYield 81%

Procedure

The title compound was prepared as reported for the compound of Example 237 but starting from the compound of Example 3 instead of Compound 237a and using 2-chloro-3-cyanopyrazine instead of 2-bromo-3-nitropyridine After the work-up, the residue was purified by automated flash liquid chromatography (SP1™-Biotage) eluting with PE-EtOAc gradient from 7:3 affording the title product. Yellowish solid. Yield: 81%.

Workup

  1. customthe residue was purified by automated flash liquid chromatography (SP1™-Biotage)
  2. washeluting with PE-EtOAc gradient from 7:3 affording the title product

Sources & evidence

ORD record
ord-8a36c998fa3e43ac8437abed3617903e
Source dataset
uspto-grants-2013_08
Patent number
US08518916B2

Reaction notes

Loading…