Potassium Carbonate → HCID 66823532, compound

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	2-Oxo-2,3-dihydro-1H-indole-5-carbonitrile	HCID 2773346	—
Reactant	2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl	HCID 11155794	—
Reactant	6H-Pyrrolo[3,4-b]pyridine-6-carboxylic acid, 2-chloro-5,7-dihydro-, 1,1-dimethylethyl ester	HCID 71304624	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	HCID 66823532	HCID 66823532	40%

Reaction Conditions

Temperature	100 °C

Reaction Steps

The title compound was prepared as described for Example 1.2 using 2-oxoindoline-5-carbonitrile (200 mg, 1.265 mmol), tert-butyl 2-chloro-5H-pyrrolo[3,4-b]pyridine-6(7H)-carboxylate (387 mg, 1.517 mmol), K2CO3 (350 mg, 2.53 mmol), X-PHOS (48.2 mg, 0.101 mmol), Pd2(dba)3 (23.16 mg, 0.025 mmol), and tetrahydrofuran (4 mL). The reaction mixture was heated in a microwave oven at 100° C. for 90 min. After cooling to RT the mixture was filtered and the yellow residue was washed with tetrahydrofuran (10 mL) and water (10 mL). The solid was dried under reduced pressure. Amount 193 mg. Yield 40%.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09266855B2
Source dataset	uspto-grants-2016_02
ORD ID	ord-0ad07424998d407ca2b0a36ce7491b4c
Source note	uspto-grants-2016_02