The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Jan. 21, 2020

Filed:

Aug. 10, 2016
Applicant:

Principia Biopharma, Inc., South San Francisco, CA (US);

Inventors:

Jiang Zhu, San Ramon, CA (US);

Mohammad Masjedizadeh, San Jose, CA (US);

Assignee:

Principia Biopharma, Inc., South San Francisco, CA (US);

Attorney:
Primary Examiner:
Int. Cl.
CPC ...
C07D 471/04 (2006.01); A61P 35/00 (2006.01); C07B 35/02 (2006.01); C07B 35/06 (2006.01); C07B 39/00 (2006.01); C07B 43/04 (2006.01); C07B 43/06 (2006.01); C07B 45/04 (2006.01);
U.S. Cl.
CPC ...
C07D 471/04 (2013.01); A61P 35/00 (2018.01); C07B 35/02 (2013.01); C07B 35/06 (2013.01); C07B 39/00 (2013.01); C07B 43/04 (2013.01); C07B 43/06 (2013.01); C07B 45/04 (2013.01); C07B 2200/13 (2013.01);
Abstract

To an appropriate reactor equipped with mechanical stirrer was charged acetic acid (12 L), tert-butyl 4-(3-(6-(3,5-dimethoxyphenyl)-2-(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)propyl)piperazine-1-carboxylate (2000 g) and triethylamine (639 g, 2.3 eq.). Internal temperature was adjusted to approximately 20° C. and N-chlorosuccinimide (1651 g, 4.5 eq.) was added at 20-30° C. Reaction was stirred for 2 hours. Ethyl acetate (30 L) was added. 5% aqueous NaCl solution (20 L) was added. The organic layer was separated and the aqueous layer was extracted with EtOAc. The combined organic layers were washed with 30% aqueous potassium carbonate solution (14 L). The organic layer was concentrated to ˜12 L and used for next step directly.


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