Diisopropylethylamine → HCID 58257754, compound

https://huagongshe.com/reaction/2075671

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 58257766	HCID 58257766	—
Reactant	4-(3-Mercapto-phenyl)-tetrahydro-pyran-4-ol	HCID 58257801	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 58257754	HCID 58257754	—

Reaction Conditions

Temperature	80 °C

Reaction Steps

2a (175 mg, 0.59 mmol) and 4-(3-mercapto-phenyl)-tetrahydro-pyran-4-ol (2b, 150 mg, 0.71 mmol) were combined in 1,4-dioxane (6 mL) and degassed with N2 for 10 minutes. iPr2NEt (0.33 mL, 1.8 mmol) was added, followed by Pd2dba3 (14 mg, 0.02 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (16 mg, 0.03 mmol). The mixture was degassed with N2 for an additional 10 minutes, and then heated to 80° C. for 24 hours. The reaction was cooled to room temperature, concentrated, and purified by silica gel chromatography (0-20% MeOH in EtOAc) to give the desired product, 2c.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07919621B2
Source dataset	uspto-grants-2011_04
ORD ID	ord-179d62c4a946496abaf06f0dd79a895c
Source note	uspto-grants-2011_04