(E)-3-(4-(Isobutyl)phenyl)but-2-enoic acid → (E)-3-(4-(Isobutyl)phenyl)-1-((S)-2-((piperidin-1-yl)methyl)pyrrolidin-1-yl)but-2-en-1-one

HRID 2212054Notes

Reaction equation

HRID 2212054 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8](/[C:11](/[CH3:16])=[CH:12]/[C:13]([OH:15])=O)=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].[NH:17]1[CH2:21][CH2:20][CH2:19][C@H:18]1[CH2:22][N:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8](/[C:11](/[CH3:16])=[CH:12]/[C:13]([N:17]2[CH2:21][CH2:20][CH2:19][C@H:18]2[CH2:22][N:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)=[O:15])=[CH:9][CH:10]=1)[CH:2]([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 6030310(E)-3-(4-(Isobutyl)phenyl)but-2-enoic acidHCID 7022796(S)-1-(pyrrolidin-2-ylmethyl)piperidine

Product 1

HCID 58697232(E)-3-(4-(Isobutyl)phenyl)-1-((S)-2-((piperidin-1-yl)methyl)pyrrolidin-1-yl)but-2-en-1-one

Procedure

130 mg of the title compound were synthesized as described for (E)-3-(4-bromophenyl)-1-((S)-2-((pyrrolidin-1-yl)methyl)pyrrolidin-1-yl)propenone, using (E)-3-(4-(Isobutyl)phenyl)but-2-enoic acid instead of (E)-4-bromocinnamic acid and 1-(((S)-pyrrolidin-2-yl)methyl)piperidine instead of (S)-2-((pyrrolidin-1-yl)methyl)pyrrolidine.

Sources & evidence

ORD record
ord-f46586d60c794973aa520798a775aaa8
Source dataset
uspto-grants-2006_09
Patent number
US07101898B2

Reaction notes

Loading…