2-(4-Bromophenyl)acetamide → (+/-)-Trans-3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(4-bromophenyl)pyrrolidine-2,5-dione

Participants

Role	Name	HCID	Charge
Reactant	2-(4-Bromophenyl)acetamide	HCID 256951	—
Reactant	2-(2-Chloro-4-fluorophenyl)acetamide	HCID 2773716	—
Product	(+/-)-Trans-3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(4-bromophenyl)pyrrolidine-2,5-dione	HCID 86608194	—

Reaction Steps

(±)-Trans-3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1yl)-4-(4-bromophenyl)pyrrolidine-2,5-dione was prepared according to Example 40 replacing 2-chloro-4-fluorophenylacetamide with 4-bromophenylacetamide. Yield 33.1 mg, 8.1%. 1H NMR (DMSO-d6) 400 MHz δ: 11.55 (s, 1H), 7.53 (dt, 2H, J=8.8 2.0 Hz), 7.34 (dt, 3H, J=8.0 2.0 Hz), 7.15 (dd, 1H, J=7.6 1.0 Hz), 6.86 (m, 2H), 4.53 (d, 1H, J=8.0 Hz), 4.37 (d, 1H, J=8.0 Hz), 4.10 (t, 2H, J=1.6 Hz), 2.90 (t, 2H, J=2.0 Hz), 2.12 (t, 2H, J=1.8 Hz).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08754078B2
Source dataset	uspto-grants-2014_06
ORD ID	ord-b8836b8accb14176a88ca75618cf7996
Source note	uspto-grants-2014_06