Triethylamine → HCID 69037266, compound

HRID 1453813Notes

Reaction equation

HRID 1453813 reaction equation
CS(Cl)(=O)=O.[CH2:6]([N:13]([CH2:29][CH2:30]O)[C:14]([NH:16][C:17]([C:19]1[CH:20]=[N:21][CH:22]=[CH:23][C:24]=1[C:25]([F:28])([F:27])[F:26])=[O:18])=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(N(CC)CC)C>ClCCl>[CH2:6]([N:13]1[CH2:29][CH2:30][N:16]([C:17]([C:19]2[CH:20]=[N:21][CH:22]=[CH:23][C:24]=2[C:25]([F:27])([F:28])[F:26])=[O:18])[C:14]1=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 69039478HCID 69039478, compound

Product 1

HCID 69037266HCID 69037266, compoundYield 94.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

Methanesulfonyl chloride (0.17 ml) was added to an ice-cooled mixture of 1-benzyl-1-(2-hydroxyethyl)-3-(4-trifluoromethyl-3-pyridylcarbonyl)urea (0.70 g), and triethylamine (0.64 ml) in dichloromethane, then stirred for 3 hours at 20° C. The mixture was washed (water), dried (magnesium sulfate), evaporated and the residue purified by silica-gel chromatography, eluting with n-hexane/ethyl acetate (3:2), to give 1-benzyl-3-(4-trifluoromethyl-3-pyridylcarbonyl)-2-imidazolidinone (0.63 g, Compound S-15).

Workup

  1. temperaturecooled
  2. washThe mixture was washed (water)
  3. dry with materialdried (magnesium sulfate)
  4. customevaporated
  5. customthe residue purified by silica-gel chromatography
  6. washeluting with n-hexane/ethyl acetate (3:2)

Sources & evidence

ORD record
ord-062906c0f4ff40a78f92d7bf4273c541
Source dataset
uspto-grants-2009_01
Patent number
US07476685B2

Reaction notes

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