4-(5-AMino-1H-pyrazol-3-yl)piperidin-1-carboxylic acid tert-butyl ester

A 5 mL conical reaction vial was charged with tert-butyl 4-(2- cyanoacetyl)piperidine-l-carboxylate (348 mg, 1.379 mmol), hydrazine monohydrate (329.4 μL, 6.896 mmol) and EtOH (4 mL). The reaction vessel was sealed and heated to 80Example 17 - Preparation of Compound 14 The synthesis of Compound 14 followed the procedure of General Procedure 3 following: Intermediate 3 Compound 14 To a solution of tert-butyl 4-(2-cyanoacetyl)piperidine-1-carboxylate) (Intermediate 3, 7.0 g, 27.6 mmol, 1.0 eq) in isopropanol (210 mL) was added hydrazine monohydrate (1.65 mL, 33.2 mmol, 1.2 eq) dropwise, followed by the addition of acetic acid (1.65 mL, 27.6 mmol, 1.0 eq). The reaction mixture was stirred at 85°C for 4-5 hours. After completion, the reaction mixture was evaporated under reduced pressure. The residue was purified by column chromatography using silica gel (60-120 mesh), eluting with 10-15percent methanol in dichloromethane to yield tert-butyl 4-(5-amino-1H- pyrazol-3-yl)piperidine-1-carboxylate (Compound 14, 6.2 g, yield: 84percent) m/z 266.17.

Molecular Weight:266.34
XLogP3:1.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:266.17427596
Monoisotopic Mass:266.17427596
Topological Polar Surface Area:84.2
Heavy Atom Count:19
Complexity:321
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes