Pyrrolidine → 6-(4-Chlorophenyl)-1-methyl-8-(pyrrolidin-1-yl)-4H-isoxazolo[5,4-c]pyrido[3,2-e]azepine

Participants

Role	Name	HCID	Charge
Reactant	Pyrrolidine	HCID 31268	—
Reactant	6-(4-Chlorophenyl)-N,1-dimethyl-4H-isoxazolo[5,4-c]pyrido[3,2-e]azepin-8-amine	HCID 67951300	—
Product	6-(4-Chlorophenyl)-1-methyl-8-(pyrrolidin-1-yl)-4H-isoxazolo[5,4-c]pyrido[3,2-e]azepine	HCID 67818699	—

Reaction Steps

A procedure similar to 6-(4-chlorophenyl)-N,1-dimethyl-4H-isoxazolo[5,4-c]pyrido[3,2-e]azepin-8-amine (Compound 241) was followed, except that pyrrolidine was used instead of methylamine (33% in EtOH). LC/MS m/z 379 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ 7.92 (d, J=8.93 Hz, 1H), 7.43 (td, J=2.20, 8.70 Hz, 2H), 7.36 (td, J=2.20, 8.70 Hz, 2H), 6.79 (d, J=8.93 Hz, 1H), 4.62 (br. s, 2H), 3.30-3.25 (m, 4H), 2.47 (s, 3H), 1.96-1.83 (m, 4H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08796261B2
Source dataset	uspto-grants-2014_08
ORD ID	ord-54ec39e643e0416f9d3001edbc40f820
Source note	uspto-grants-2014_08