2-Chloro-3-nitrothiophene → HCID 25181793, compound

HRID 1895994Notes

Reaction equation

HRID 1895994 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[S:36][CH:37]=[CH:38][C:39]=1[N+:40]([O-:42])=[O:41]>>[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([C:8]#[C:9][CH:10]=[C:12]2[CH2:17][CH2:16][N:15]([C:35]3[S:36][CH:37]=[CH:38][C:39]=3[N+:40]([O-:42])=[O:41])[CH2:14][CH2:13]2)[N:7]=1

Participants

4

Reactant 3

HCID 2201862-Chloro-3-nitrothiopheneHCID 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 25181793HCID 25181793, compound

Procedure

The title compound was prepared following the procedure described for the compound of Example 237, using the Compound of Example 3 instead of Compound 237a and 2-chloro-3-nitrothiophene instead of 2-bromo-3-nitropyridine. The crude was purified by automated flash liquid chromatography (Horizon™-Biotage) eluting with Petroleum Ether-EtOAc 1:1 affording the title product as a yellow solid.

Workup

  1. customThe crude was purified by automated flash liquid chromatography (Horizon™-Biotage)
  2. washeluting with Petroleum Ether-EtOAc 1:1 affording the title product as a yellow solid

Sources & evidence

ORD record
ord-42635e9ee468465d8b382b730ca33f90
Source dataset
uspto-grants-2013_08
Patent number
US08518916B2

Reaction notes

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