2-(2-Hydroxyethyl)pyridine → HCID 66746591, compound

HRID 1467222Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][OH:9].[N+:10]([C:13]1[CH:20]=[CH:19][CH:18]=[C:17]([N+]([O-])=O)[C:14]=1[C:15]#[N:16])([O-:12])=[O:11]>>[N+:10]([C:13]1[CH:20]=[CH:19][CH:18]=[C:17]([O:9][CH2:8][CH2:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)[C:14]=1[C:15]#[N:16])([O-:12])=[O:11]

Participants

Reactant 2

HCID 76752-(2-Hydroxyethyl)pyridine

HCID 520718Dinitrobenzonitrile

Product 1

HCID 66746591HCID 66746591, compoundYield 82%

Procedure

Prepared as in Example 172172c from 2-(pyridin-2-yl)ethanol and 2,6-dinitrobenzonitrile in 82% yield as a yellow solid. 1H NMR (400 MHz, DMSO-d6) δ 3.27 (t, J=6.4 Hz, 2H), 4.64 (t, J=6.4 Hz, 2H), 7.23-7.27 (m, 1H), 7.41 (d, J=8.0 Hz, 1H), 7.71-7.79 (m, 2H), 7.86-7.91 (m, 2H), 8.50-8.52 (m, 1H). MS 270 (MH+).

Sources & evidence

ORD record: ord-7b6c7292539b479492fae8102b8b6f04
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09000054B2

Reaction notes

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