Propylene Oxide → HCID 58398406, compound

HRID 1879399Notes

Reaction equation

HRID 1879399 reaction equation
[CH3:1][C:2]1[C:19]([CH3:20])=[CH:18][C:5]([O:6][CH2:7][C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=2)=[C:4]([NH:21][S:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=2)(=[O:24])=[O:23])[CH:3]=1.[CH3:31][CH:32]1[CH2:34][O:33]1>N1C=CC=CC=1>[OH:33][CH:32]([CH3:34])[CH2:31][N:21]([S:22]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=1)(=[O:23])=[O:24])[C:4]1[CH:3]=[C:2]([CH3:1])[C:19]([CH3:20])=[CH:18][C:5]=1[O:6][CH2:7][C:8]1[CH:9]=[CH:10][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 6378Propylene OxideHCID 67107091HCID 67107091, compound

Product 1

HCID 58398406HCID 58398406, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
80 °C

Procedure

680 mg of methyl 4-({4,5-dimethyl-2-[(pyridin-2-ylsulfonyl)amino]phenoxy}methyl)benzoate was dissolved in 6.45 mL of pyridine, and 1.13 mL of 2-methyloxirane was added thereto, followed by stirring at 80° C. overnight in a sealed tube. The reaction liquid was concentrated under reduced pressure and the obtained residue was purified by silica gel column chromatography (chloroform:methanol=100:1 to 99:1) to obtain 466 mg of methyl 4-({2-[(2-hydroxypropyl)(pyridin-2-ylsulfonyl)amino]-4,5-dimethylphenoxy}methyl)benzoate.

Workup

  1. customThe reaction liquid
  2. concentrationwas concentrated under reduced pressure
  3. customthe obtained residue was purified by silica gel column chromatography (chloroform:methanol=100:1 to 99:1)

Sources & evidence

ORD record
ord-0d584f49e03949c191716b4b9b36a4d1
Source dataset
uspto-grants-2012_11
Patent number
US08314240B2

Reaction notes

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