2-Iodopyridine → HCID 66597865, compound

HRID 1189274Notes

Reaction equation

I[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:8]([N:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]1=[O:18])[CH2:9][C:10]#[CH:11]>>[N:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[C:11]#[C:10][CH2:9][CH2:8][N:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]1=[O:18]

Participants

Reactant 2

HCID 2211262-Iodopyridine

HCID 63656854HCID 63656854, compound

Product 1

HCID 66597865HCID 66597865, compoundYield 22.3%

Procedure

The title compound was prepared in accordance with the general method of Example 192(A), from 2-iodopyridine (50 mg, 0.2 mmol) and 1-(but-3-ynyl)pyridin-2(1H)-one (33 mg, 0.2 mmol). The crude residue was purified over silicagel chromatography (prepacked 10 g silicagel column, DCM/MeOH: from 100/0 to 97/3 as eluent) to afford 10 mg of 1-(4-(pyridin-2-yl)but-3-ynyl)pyridin-2(1H)-one as a yellow oil (Yield: 20%).

Workup

customThe crude residue was purified over silicagel chromatography (prepacked 10 g silicagel column, DCM/MeOH: from 100/0 to 97/3 as eluent)

Sources & evidence

ORD record: ord-169b3702f2af4a94a81be2db22a96e12
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08674106B2

Reaction notes

Loading…