Methanesulfonyl chloride → HCID 22116925, compound

HRID 1779478Notes

Reaction equation

HRID 1779478 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH3:6][C:7]1([CH3:31])[C:11](=[O:12])[N:10]([C:13]2[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[C:15]([C:21]([F:24])([F:23])[F:22])[CH:14]=2)[C:9](=[O:25])[N:8]1[CH2:26][CH2:27][CH2:28][CH2:29][OH:30]>N1C=CC=CC=1.CN(C)C1C=CN=CC=1>[CH3:1][S:2]([O:30][CH2:29][CH2:28][CH2:27][CH2:26][N:8]1[C:7]([CH3:31])([CH3:6])[C:11](=[O:12])[N:10]([C:13]2[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[C:15]([C:21]([F:22])([F:23])[F:24])[CH:14]=2)[C:9]1=[O:25])(=[O:4])=[O:3]

Participants

5

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 1329814-(3-(4-Hydroxybutyl)-4,4-dimethyl-2,5-dioxo-1-imidazolidinyl)-2-(trifluoromethyl)benzonitrile

Product 1

HCID 22116925HCID 22116925, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1049PyridineSolvent

Procedure

0.17 ml of methanesulfonyl chloride were added to 740 mg of the product of Example 58 in solution in 7.4 ml of pyridine and 24 mg of 4-dimethylamino-pyridine and the mixture was stirred for one hour. The mixture was poured into ice-cooled water and extraction was carried out with methylene chloride. The extracts were washed with water and the residual pyridine was eliminated by distillation. The residue was chromatographed on silica (eluant: methylene chloride-ethyl acetate 8-2) to obtain 771 mg of the expected product.

Workup

  1. additionThe mixture was poured into ice-
  2. temperaturecooled
  3. extractionwater and extraction
  4. washThe extracts were washed with water
  5. distillationthe residual pyridine was eliminated by distillation
  6. customThe residue was chromatographed on silica (eluant: methylene chloride-ethyl acetate 8-2)

Sources & evidence

ORD record
ord-ee582abb43e145bf8d0fde632cab0b43
Source dataset
uspto-grants-1997_05
Patent number
US05627201

Reaction notes

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