4-(4-Chloro-2-fluorobenzyloxy)pyridin-2(1H)-one → tert-Butyl 8-(4-(4-chloro-2-fluorobenzyloxy)-2-oxopyridin-1 (2H)-yl)-6-methyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H) carboxylate

Participants

Role	Name	HCID	Charge
Reactant	4-(4-Chloro-2-fluorobenzyloxy)pyridin-2(1H)-one	HCID 58092257	—
Reactant	tert-Butyl 8-bromo-6-methyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate	HCID 66874851	—
Product	tert-Butyl 8-(4-(4-chloro-2-fluorobenzyloxy)-2-oxopyridin-1 (2H)-yl)-6-methyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H) carboxylate	HCID 123529250	48.5%

Reaction Steps

tert-Butyl 8-bromo-6-methyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate (150 mg, 0.400 mmol) and 4-(4-chloro-2-fluorobenzyloxy)pyridin-2(1H)-one (101 mg, 0.400 mmol) were reacted following the procedure for Example 2 (step d) to provide the title compound (107 mg, 48%) as a yellow oil: ESI MS m/z 552 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08637501B2
Source dataset	uspto-grants-2014_01
ORD ID	ord-7a3ef55798184ed4994f5a35fc1b68ed
Source note	uspto-grants-2014_01