Diisopropylethylamine → HCID 86696264, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
Reactant	HCID 89443478	HCID 89443478	—
Reactant	HCID 178480033	HCID 178480033	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 86696264	HCID 86696264	42.4%

Reaction Conditions

Temperature	110 °C

Reaction Steps

A mixture of Intermediate Q28 (0.2 g, 0.444 mmol), Intermediate E (0.103 g, 0.444 mmol), xantphos (0.051 g, 0.089 mmol), Pd2(dba)3 (0.041 g, 0.044 mmol) and DIPEA (0.155 ml, 0.888 mmol) in DMF (10 ml) was bubbled with Ar gas for 10 min and then the reaction mixture was stirred under MW radiation at 110° C. for 1 h. The solvent was removed under reduced pressure. The residue was purified by silica gel chromatography (DCM/MeOH=40/1) to afford the title compound as brown oil (0.1 g, 42.4% yield). LCMS (method B): [M+H]+=532, tR=2.74 min.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09062045B2
Source dataset	uspto-grants-2015_06
ORD ID	ord-d18e01fb0c0a45efb19a686db8dca826
Source note	uspto-grants-2015_06