Process for the preparation of 3-(3-chloro-1H-pyrazol-1-yl)pyridine

US9840490B2 · US · B2

Patent metadata
FieldValue
Publication numberUS-9840490-B2
Application numberUS-201615389531-A
CountryUS
Kind codeB2
Filing dateDec 23, 2016
Priority dateJul 31, 2014
Publication dateDec 12, 2017
Grant dateDec 12, 2017

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  1. Title

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  2. Abstract

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  5. First independent claim

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Abstract

Official abstract text for this publication.

3-(3-Chloro-1H-pyrazol-1-yl)pyridine is prepared by cyclizing 3-hydrazinopyridine-dihydrochloride with commercially available 3-ethoxyacrylonitrile to provide 3-(3-amino-1H-pyrazol-1-yl)pyridine, and by converting the amino group to a chloro group by a Sandmeyer reaction.

First claim

Opening claim text (preview).

What is claimed is: 1. A process for preparing diazonium salt (8b) comprising treating 3-(3-amino-1H-pyrazol-1-yl)pyridine (8a) with aqueous hydrochloric acid and sodium nitrite at a temperature of about 0° C. to about 25°C. 2. The process of claim 1 , wherein the sodium nitrite is used in an excess of about 1.3-fold to about 2-fold. 3. The process of claim 1 , wherein the sodium nitrite is added as an aqueous solution. 4. The process of claim 1 , wherein the aqueous hydrochloric acid is used in a large excess. 5. The process of the claim 1 , wherein the 3-(3-amino-1H-pyrazol-1-yl)pyridine (8a) and aqueous hydrochloric acid are mixed and cooled to about 0° C. 6. The process of claim 5 , wherein an aqueous solution of sodium nitrite is slowly added maintaining the temperature below about 5° C. 7. The process of claim 6 , wherein the step of treating is carried out at about 0° C. following the addition of the aqueous solution of sodium nitrite.

Assignees

Inventors

Classifications

  • C07D401/04Primary

    directly linked by a ring-member-to-ring-member bond · CPC title

  • with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms · CPC title

  • 1,2-Diazoles; Hydrogenated 1,2-diazoles · CPC title

  • six-membered rings · CPC title

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What does patent US9840490B2 cover?
3-(3-Chloro-1H-pyrazol-1-yl)pyridine is prepared by cyclizing 3-hydrazinopyridine-dihydrochloride with commercially available 3-ethoxyacrylonitrile to provide 3-(3-amino-1H-pyrazol-1-yl)pyridine, and by converting the amino group to a chloro group by a Sandmeyer reaction.
Who is the assignee on this patent?
Dow Agrosciences Llc
What technology area does this patent fall under?
Primary CPC classification C07D401/04. Mapped technology areas include Chemistry & Metallurgy.
When was this patent published?
Publication date Tue Dec 12 2017 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
What related patents are in patentsdb?
We list 12 related publications on this page (citations in our corpus or others sharing the same primary CPC).