Sodium Carbonate → 5-(1-Methyl-1H-pyrazol-4-YL)-1H-pyrrolo[2,3-B]pyridine

Participants

Role	Name	HCID	Charge
Reactant	Sodium Carbonate	HCID 10340	—
Reactant	1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole	HCID 2773987	—
Reactant	5-bromo-1H-pyrrolo[2,3-b]pyridine	HCID 10307932	—
Catalyst	Palladium	HCID 23938	—
Solvent	Dimethylformamide	HCID 6228	—
Product	5-(1-Methyl-1H-pyrazol-4-YL)-1H-pyrrolo[2,3-B]pyridine	HCID 58086111	—

Reaction Conditions

Temperature	120 °C

Reaction Steps

8.1 A suspension of 1.00 g (5.0 mmol) of 5-bromo-7-azaindole, 2.00 g (9.1 mmol) of 1-methylpyrazole-4-boronic acid pinacol ester, 300 mg (0.26 mmol) of Pd[(PPh3]4 and 9 ml of Na2CO3 (addition as 2 M solution) in 12 ml of DMF is heated at 120° C. under microwave conditions for 30 min. The reaction mixture is filtered, and the filtrate is evaporated. The residue is purified on a silica-gel column with dichloromethane/methanol as eluent, giving 5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine as yellow solid, ESI 199

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08546390B2
Source dataset	uspto-grants-2013_10
ORD ID	ord-82aa53eaa5fc49e6b78df0775ee79ab0
Source note	uspto-grants-2013_10