1H-Pyrazole-4-boronic acid → HCID 67481468, compound

Participants

Role	Name	HCID	Charge
Reactant	1H-Pyrazole-4-boronic acid	HCID 17750278	—
Reactant	(8-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-(4-methoxy-phenyl)-amine	HCID 67478829	—
Catalyst	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Product	HCID 67481468	HCID 67481468	—

Reaction Steps

(4-Methoxy-phenyl)-[8-(1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amine was prepared from (8-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-(4-methoxy-phenyl)-amine (200.0 mg, 0.6266 mmol) and 1H-pyrazole-4-boronic acid (75.0 mg, 0.670 mmol) with Pd(dppf)Cl2 (50.0 mg) as the catalyst in a manner analogous to Step 2c and was isolated as a brown solid (0.065 g, 34%). MP=224-226° C. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 13.03 (br s, 1H), 9.38 (s, 1H), 8.59 (d, J=6.5 Hz, 1H), 8.49 (s, 2H), 7.85 (d, J=7.2 Hz, 1H), 7.64 (d, J=8.0 Hz, 2H), 7.11 (t, J=7.2 Hz, 1H), 6.91 (d, J=8.4 Hz, 2H), 3.73 (s, 3H). MS=307 (MH)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08633173B2
Source dataset	uspto-grants-2014_01
ORD ID	ord-32c1e9a55bf545f59a997bb542c7f9a1
Source note	uspto-grants-2014_01