HCID 86613974, compound → N-Hydroxy-3-(1-phenylmethanesulfonyl-1H-pyrrol-3-yl)-acrylamide

HRID 1931036Notes

Reaction equation

HRID 1931036 reaction equation
[C:1]1([CH2:7][S:8]([N:11]2[CH:15]=[CH:14][C:13](/[CH:16]=[CH:17]/[C:18]([NH:20][O:21]C3CCCCO3)=[O:19])=[CH:12]2)(=[O:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO.O>[OH:21][NH:20][C:18](=[O:19])[CH:17]=[CH:16][C:13]1[CH:14]=[CH:15][N:11]([S:8]([CH2:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)(=[O:10])=[O:9])[CH:12]=1

Participants

3

Reactant 1

HCID 86613974HCID 86613974, compound2×

Product 1

HCID 73069393N-Hydroxy-3-(1-phenylmethanesulfonyl-1H-pyrrol-3-yl)-acrylamideYield 97.1%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

0.189 g of (E)-3-(1-phenylmethanesulfonyl-1H-pyrrol-3-yl)-N-(tetrahydropyran-2-yloxy)-acrylamide (compound A2) are dissolved in 50 ml of a methanol/water (3/2) solution. Then 0.102 g of the acidic ion exchange resin amberlyst IR15 are added and the mixture is stirred for 91 hours at ambient temperature. The mixture is filtered. The filtrate is evaporated. The residue is crystallized from methanol to give 0.144 g of the title compound as white crystals.

Workup

  1. filtrationThe mixture is filtered
  2. customThe filtrate is evaporated
  3. customThe residue is crystallized from methanol

Sources & evidence

ORD record
ord-36df50d9539a4481a858e111985856b9
Source dataset
uspto-grants-2012_05
Patent number
US08188138B2

Reaction notes

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