4-Piperidinecarboxylic acid, 1-[3-[[(2-amino-6-fluoropyrazolo[1,5-a]pyrimidin-3-yl)carbonyl]amino]-5-fluoro-4-pyridinyl]- synthesis

8synthesis methods

Product Name:4-Piperidinecarboxylic acid, 1-[3-[[(2-amino-6-fluoropyrazolo[1,5-a]pyrimidin-3-yl)carbonyl]amino]-5-fluoro-4-pyridinyl]-
CAS Number:1613192-02-1
Molecular formula:C18H17F2N7O3
Molecular Weight:417.37

4-Piperidinecarboxylic acid, 1-[3-[[(2-amino-6-fluoropyrazolo[1,5-a]pyrimidin-3-yl)carbonyl]amino]-5-fluoro-4-pyridinyl]-, 1,1-dimethylethyl ester

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4-Piperidinecarboxylic acid, 1-[3-[[(2-amino-6-fluoropyrazolo[1,5-a]pyrimidin-3-yl)carbonyl]amino]-5-fluoro-4-pyridinyl]-

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Yield:-

Reaction Conditions:

with trifluoroacetic acid in dichloromethane at 20; for 5 h;

Steps:

4.1 Step 1: 1-(3-(2-amino-6-fluoropyrazolo[1,5-a]pyrimidine-3-carboxamido)-5-fluoropyridin-4-yl)piperidine-4-carboxylic acid (Compound Ι-Ν-92)

tert-butyl l-(3-(2-amino-6-fluoropyrazolo[l,5-a]pyrimidine-3-carboxamido)pyridin- 4-yl)piperidine-4-carboxylate prepared according to methods similar to the one depicted in Example 1 was dissolved in DCM (5mL). TFA (1 mL, 12.98 mmol) was added and the mixture was stirred at RT for 5 hr. The reaction mixture was concentrated to give l-(3-(2- amino-6-fluoropyrazolo[l,5-a]pyrimidine-3-carboxamido)-5-fluoropyridin-4-yl)piperidine-4- carboxylic acid as a beige solid that was used in next step without further purification. MS (ES+) 418.1.

References:

WO2014/89379,2014,A1 Location in patent:Paragraph 00446

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References