4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → 4-{-4-[4-(1H-Pyrazol-4-yl)-phenyl]-piperidin-4-yl}-benzonitrile

Participants

Role	Name	HCID	Charge
Reactant	4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole	HCID 2774010	—
Reactant	4-[4-(4-Chlorophenyl)piperidin-4-yl]benzonitrile	HCID 67235769	—
Catalyst	HCID 178418397	HCID 178418397	—
Product	4-{-4-[4-(1H-Pyrazol-4-yl)-phenyl]-piperidin-4-yl}-benzonitrile	HCID 11163265	—

Reaction Conditions

Temperature	100 °C

Reaction Steps

4-[4-(4-chloro-phenyl)-piperidin-4-yl]-benzonitrile was reacted with 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole following the procedure set out in Example 1, but using tetrakis(triphenylphosphine)palladium (0) as the catalyst and heating at 100° C. for 15 minutes, to obtain the title compound. LCMS (PS-A3) Rt 6.68 min [M+H]+ 329. 1H NMR (Me-d3-OD) δ 2.65-2.73 (4H, m), 2.77-2.85 (4H, m), 3.75 (3H, s), 7.46 (2H, d), 7.59 (2H, d), 7.68 (2H, d), 7.71 (2H, d), 8.42 (2H, br.s).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08541461B2
Source dataset	uspto-grants-2013_09
ORD ID	ord-2778b944c6e543cfbe775aca2c67ec17
Source note	uspto-grants-2013_09