Ethyl 6-oxo-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate → Ethyl 6-(3,4-difluorophenyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate

HRID 601906Notes

Reaction equation

HRID 601906 reaction equation
O=[C:2]1[C:6]2[NH:7][C:8]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:9][C:5]=2[CH2:4][CH2:3]1.[F:15][C:16]1[CH:17]=[C:18]([Mg]Br)[CH:19]=[CH:20][C:21]=1[F:22]>>[F:15][C:16]1[CH:17]=[C:18]([CH:2]2[C:6]3[NH:7][C:8]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:9][C:5]=3[CH2:4][CH2:3]2)[CH:19]=[CH:20][C:21]=1[F:22]

Participants

3

Reactant 2

HCID 57659859Ethyl 6-oxo-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylateHCID 178505835HCID 178505835, compound

Product 1

HCID 59180205Ethyl 6-(3,4-difluorophenyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate

Procedure

The title compound was synthesized in two steps. First, ethyl 6-oxo-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate was reacted with (3,4-difluorophenyl)magnesium bromide according to General Procedure 3. The resulting product was converted to the title compound by hydrogenation according to General Procedure 6.

Workup

  1. customThe title compound was synthesized in two steps

Sources & evidence

ORD record
ord-4e9b8f06af32426a8036bd56c464bf74
Source dataset
uspto-grants-2011_03
Patent number
US07902252B2

Reaction notes

Loading…