Isopropyl iodide → (1S,4S)-Methyl 4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-isopropylcyclopent-2-enecarboxylate

HRID 901202Notes

Reaction equation

[CH3:1][C:2]1[N:3]([C@H:8]2[CH2:12][C@@H:11]([C:13]([O:15][CH3:16])=[O:14])[CH:10]=[CH:9]2)[C:4]([CH3:7])=[CH:5][CH:6]=1.I[CH:18]([CH3:20])[CH3:19]>>[CH3:7][C:4]1[N:3]([C@H:8]2[CH2:12][C@@:11]([CH:18]([CH3:20])[CH3:19])([C:13]([O:15][CH3:16])=[O:14])[CH:10]=[CH:9]2)[C:2]([CH3:1])=[CH:6][CH:5]=1

Participants

Reactant 2

HCID 6362Isopropyl iodide

HCID 59700297(1R,4S)-methyl 4-(2,5-dimethyl-1H-pyrrol-1-yl)cyclopent-2-enecarboxylate

Product 1

HCID 59700295(1S,4S)-Methyl 4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-isopropylcyclopent-2-enecarboxylate

Procedure

reacting said methyl (1R,4S)-4-(2,5-dimethyl-1H-pyrrol-1-yl)cyclopent-2-ene-1-carboxylate with 2-iodopropane to form methyl (1S,4S)-4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-isopropylcyclopent-2-ene-1-carboxylate; and

Sources & evidence

ORD record: ord-ed9f710bebd44a6da8935ae319d72da7
Source dataset: uspto-grants-2008_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07361765B2

Reaction notes

Loading…