1-Methylhomopiperazine → HCID 86696257, compound

Participants

Role	Name	HCID	Charge
Reactant	1-Methylhomopiperazine	HCID 228349	—
Reactant	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
Reactant	Potassium tert-butoxide	HCID 23665647	—
Reactant	6-(Benzyloxy)-3-bromoquinoline	HCID 68279236	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Solvent	Toluene	HCID 1140	—
Product	HCID 86696257	HCID 86696257	58%

Reaction Conditions

Temperature	110 °C

Reaction Steps

A mixture of Pd2(dba)3 (72.9 mg, 0.080 mmol), xantphos (101 mg, 0.175 mmol), intermediate B (500 mg, 1.591 mmol), 1-methyl-1,4-diazepane (1.1) (182 mg, 1.591 mmol) and KOtBu (357 mg, 3.18 mmol) in toluene (10 ml) was bubbling with nitrogen for 15 min. The reaction was stirred at 110° C. for 3 hr under nitrogen atmosphere. The reaction mixture was filtered and concentrated. The crude product was purified by chromatography to give the title compound (320 mg, yield 58%). LCMS (method N): [M+H]+=348, tR=1.75 min.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09062045B2
Source dataset	uspto-grants-2015_06
ORD ID	ord-1ccda371536d4d03829e1d1a584bc455
Source note	uspto-grants-2015_06