(S)-1-(pyrrolidin-2-ylmethyl)piperidine → Methanesulfonic Acid 4-[(E)-3-oxo-3-((S)-2-((piperidin-1-yl)methyl)pyrrolidin-1-yl)propenyl]phenyl Ester

HRID 2212037Notes

Reaction equation

HRID 2212037 reaction equation
[CH3:1][S:2]([O:5][C:6]1[CH:11]=[CH:10][C:9](/[CH:12]=[CH:13]/[C:14]([OH:16])=O)=[CH:8][CH:7]=1)(=[O:4])=[O: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>>[O:16]=[C:14]([N: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)/[CH:13]=[CH:12]/[C:9]1[CH:8]=[CH:7][C:6]([O:5][S:2]([CH3:1])(=[O:3])=[O:4])=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 7022796(S)-1-(pyrrolidin-2-ylmethyl)piperidineHCID 15726601(2E)-3-(4-((Methylsulfonyl)oxy)phenyl)-2-propenoic acid

Product 1

HCID 58697214Methanesulfonic Acid 4-[(E)-3-oxo-3-((S)-2-((piperidin-1-yl)methyl)pyrrolidin-1-yl)propenyl]phenyl Ester

Procedure

230 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-(methanesulfonyloxy)phenyl)acrylic 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-535fe921972c4b2585b0ed4e1f33fa4e
Source dataset
uspto-grants-2006_09
Patent number
US07101898B2

Reaction notes

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