2,2,2-Trifluoroethanesulfonyl chloride → N-(4-(2,4-Difluorophenoxy)phenyl)-N-(ethanesulfonyl)-1-pyrid-3-ylethylamine

HRID 392419Notes

Reaction equation

HRID 392419 reaction equation
[F:1][C:2]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][CH:12]([C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)[CH3:13])=[CH:7][CH:6]=1.F[C:26](F)(F)[CH2:27][S:28](Cl)(=[O:30])=[O:29]>>[F:1][C:2]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]([CH:12]([C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)[CH3:13])[S:28]([CH2:27][CH3:26])(=[O:30])=[O:29])=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 742422,2,2-Trifluoroethanesulfonyl chlorideHCID 22663571N-(4-(2,4-difluorophenoxy)phenyl)-1-pyrid-3-ylethylamine

Product 1

HCID 22663836N-(4-(2,4-Difluorophenoxy)phenyl)-N-(ethanesulfonyl)-1-pyrid-3-ylethylamine

Procedure

Using the method of Example 342 using N-(4-(2,4-difluorophenoxy)phenyl)-1-pyrid-3-ylethylamine and 2,2,2-trifluoroethanesulfonyl chloride and purifying via radial chromatography eluting with 95:5 to 85:15 CHCl3/ethyl acetate gave the title compound. Anal Calcd for C21H17F5N2O3S.0.2H2O: C, 52.98; H, 3.68; N, 5.89. Found: C, 52.88; H, 3.73; N, 5.67. MS found 473.1 [M+H]+

Workup

  1. custompurifying via radial chromatography
  2. washeluting with 95:5 to 85:15 CHCl3/ethyl acetate

Sources & evidence

ORD record
ord-ee05dcef0ad743b9bcfd5b0403dd47b7
Source dataset
uspto-grants-2004_10
Patent number
US06800651B2

Reaction notes

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