Sodium Iodide → 4-[3-(4-Butylpiperidin-1-yl)propyl]-6-methoxy-4H-benzo[1,4]oxazin-3-one

Participants

Role	Name	HCID	Charge
Reactant	Sodium Iodide	HCID 5238	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	4-Butylpiperidine	HCID 13283867	—
Reactant	4-(3-chloropropyl)-2H-1,4-benzoxazin-3(4H)-one	HCID 23345150	—
Solvent	Acetonitrile	HCID 6342	—
Product	4-[3-(4-Butylpiperidin-1-yl)propyl]-6-methoxy-4H-benzo[1,4]oxazin-3-one	HCID 10286954	—

Reaction Conditions

Temperature	60 °C

Reaction Steps

A 7 mL vial was charged with 4-(3-chloropropyl)-4H-benzo[1,4]oxazin-3-one (1.0 equiv), K2CO3 (2.0 equiv), NaI (2.0 equiv) and 4-Butylpiperidine (1.05 equiv) in 5 mL dry MeCN and shaken at 60° C. for 48 h. The reaction mixture was evaporated to dryness, diluted with 10 mL H2O, extracted into CH2Cl2 (3×13 mL), and filtered through a PTFF Whatman filter. The combined organic layers were evaporated to dryness and purified by CC (Heptane/EtOAc or CH2Cl2/MeOH) or prep TLC (Heptane/EtOAc or CH2Cl2/MeOH).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07576100B2
Source dataset	uspto-grants-2009_08
ORD ID	ord-6fcd4cbbde97453fbcce500fc40199d9
Source note	uspto-grants-2009_08