3-Cyanopyridine → HCID 178512044, compound

HRID 901916Notes

Reaction equation

[C:1]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1)#[N:2].[F:9][C:10]1[CH:16]=[CH:15][C:13]([NH2:14])=[CH:12][CH:11]=1>>[F:9][C:10]1[CH:16]=[CH:15][C:13]([NH:14][C:1]([C:3]2[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=2)=[NH:2])=[CH:12][CH:11]=1

Participants

Reactant 2

HCID 793-Cyanopyridine

HCID 97314-Fluoroaniline

Product 1

HCID 178512044HCID 178512044, compoundYield 76.9%

Procedure

The title compound was prepared from 3-cyanopyridine (0.94 g, 9 mmol) and 4-fluoroaniline (1 g, 9 mmol) by following the procedure described in preparation 10 (1.5 g, yield 76.9%, purity 97.95% by HPLC). 1H-NMR (CDCl3):δ 4.93 (bs, 2H, D2O exchangeable), 6.92-6.96 (m, 2H), 7.05-7.07 (m, 2H), 7.38-7.41 (m, 1H), 8.22 (s, 1H), 8.71-8.72 (d, 1H), 9.06 (s, 1H). MS m/z:216.3 (M+).

Workup

customdescribed in preparation 10 (1.5 g, yield 76.9%, purity 97.95% by HPLC)

Sources & evidence

ORD record: ord-acf53aa1e96b4824a7b8f87bc5107959
Source dataset: uspto-grants-2008_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07365069B2

Reaction notes

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