2-(4-Chlorophenyl)Acetamide → HCID 86608195, compound

HRID 405881Notes

Reaction equation

HRID 405881 reaction equation
Cl[C:2]1[CH:7]=[C:6](F)[CH:5]=[CH:4][C:3]=1[CH2:9][C:10]([NH2:12])=O.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21]([NH2:23])=[O:22])=[CH:16][CH:15]=1>>[C:9]1([C@H:20]2[C@H:20]([C:17]3[CH:16]=[CH:15][C:14]([Cl:13])=[CH:19][CH:18]=3)[C:21](=[O:22])[NH:23][C:21]2=[O:22])[C:3]2=[C:4]3[C:5](=[CH:6][CH:7]=[CH:2]2)[CH2:19][CH2:14][CH2:15][N:12]3[CH:10]=1

Participants

3

Reactant 2

HCID 6432862-(4-Chlorophenyl)AcetamideHCID 27737162-(2-Chloro-4-fluorophenyl)acetamide

Product 1

HCID 86608195HCID 86608195, compound

Procedure

(±)-Trans-3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1yl)-4-(4-chlorophenyl)pyrrolidine-2,5-dione was prepared according to Example 40 replacing 2-chloro-4-fluorophenylacetamide with 4-chlorophenylacetamide. Yield 32.7 mg, 9.0%. 1H NMR (DMSO-d6) 400 MHz δ: 11.54 (s, 1H), 7.40 (m, 4H), 7.33 (s, 1H), 7.15 (dd, 1H, J=6.8 0.8 Hz), 6.86 (m, 2H), 4.54 (d, 1H, J=8.0 Hz), 7.38 (d, 1H, J=7.6 Hz), 4.10 (t, 2H, J=5.6 Hz), 2.90 (t, 2H, J=6.0 Hz), 2.11 (m, 2H).

Sources & evidence

ORD record
ord-0f4398946efc4122ae9df055f3932cf0
Source dataset
uspto-grants-2014_06
Patent number
US08754078B2

Reaction notes

Loading…