2-(2-Chloro-4-fluorophenyl)acetamide → HCID 86608198, compound

HRID 63565Notes

Reaction equation

HRID 63565 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.[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH2:20][C:21]([NH2:23])=[O:22]>>[C:9]1([C@H:20]2[C@H:20]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[F:13])[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 27737162-(2-Chloro-4-fluorophenyl)acetamideHCID 122691752-(2-Fluorophenyl)acetamide

Product 1

HCID 86608198HCID 86608198, compound

Procedure

(±)-Trans-3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1yl)-4-(2-fluorophenyl)pyrrolidine-2,5-dione was prepared according to Example 40 replacing 2-chloro-4-fluorophenylacetamide with 2-fluorophenylacetamide. Yield 30.6 mg, 8.8%. 1H NMR (DMSO-d6) 400 MHz δ: 11.64 (s, 1H), 7.36 (m, 3H), 7.17 (m, 3H), 6.84 (m, 2H), 4.44 (d, 1H, J=7.2 Hz), 4.40 (d, 1H, J=7.6 Hz), 4.10 (s, 2H), 2.88 (s, 2H), 2.09 (s, 2H).

Sources & evidence

ORD record
ord-88c06e7ed98f4ea6a18638ef5c20895f
Source dataset
uspto-grants-2016_09
Patent number
US09447088B2

Reaction notes

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