4-Aminopyridine → 2-(biphenyl-4-ylmethyl)-7-isobutyl-5-methyl-3-(pyridin-4-ylamino)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

https://huagongshe.com/en/reaction/81413

Participants

Role	Name	HCID	Charge
Reactant	4-Aminopyridine	HCID 1727	—
Reactant	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
Reactant	2-(biphenyl-4-ylmethyl)-3-iodo-7-isobutyl-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione	HCID 68505064	—
Reactant	HCID 178418922	HCID 178418922	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Product	2-(biphenyl-4-ylmethyl)-7-isobutyl-5-methyl-3-(pyridin-4-ylamino)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione	HCID 42640885	—

Reaction Conditions

Temperature	150 °C

Reaction Steps

2-(biphenyl-4-ylmethyl)-3-iodo-7-isobutyl-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione (13.6 mg, 0.026 mmol) is dissolved in anhydrous and degassed THF, and then 4-pyridyl amine (13 mg, 0.132 mmol), Pd2(dba)3 (12 mg, 0.013 mmol) and Xantphos (9 mg, 0.016 mmol) are added, followed by tBuOK (7.5 mg, 0.065 mmol). The reaction mixture is heated in microwave at 150° C. for 40 minutes. After cooling and filtration, the filtrate is purified by a semi-preparative HPLC to give product. MS (ESI) m/z 481.2 [M+H]+

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08846693B2
Source dataset	uspto-grants-2014_09
ORD ID	ord-5074a99527b24e97a904d6d5ca7f3a40
Source note	uspto-grants-2014_09