2,2,2-Trifluoroethanesulfonyl chloride → HCID 23521653, compound

HRID 392422Notes

Reaction equation

HRID 392422 reaction equation
[F:1][C:2]1[CH:22]=[CH:21][CH:20]=[CH:19][C:3]=1[O:4][C:5]1[CH:6]=[C:7]([NH:11][CH2:12][C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)[CH:8]=[CH:9][CH:10]=1.[F:23][C:24]([F:31])([F:30])[CH2:25][S:26](Cl)(=[O:28])=[O:27]>>[F:1][C:2]1[CH:22]=[CH:21][CH:20]=[CH:19][C:3]=1[O:4][C:5]1[CH:6]=[C:7]([N:11]([CH2:12][C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)[S:26]([CH2:25][C:24]([F:31])([F:30])[F:23])(=[O:28])=[O:27])[CH:8]=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 742422,2,2-Trifluoroethanesulfonyl chlorideHCID 22663586HCID 22663586, compound

Product 1

HCID 23521653HCID 23521653, compound

Procedure

Using the method of Example 342 using N-(3-(2-fluorophenoxy)phenyl)pyridin-3-ylmethylamine and 2,2,2-trifluoroethanesulfonyl chloride and purifying via radial chromatography eluting with 40:60 to 50:50 THF/hexanes gave the title compound. Anal Calcd for C20H16F4N2O3S: C, 54.54; H, 3.66; N, 6.36. Found: C, 54.23; H, 3.40; N, 6.31. MS found 441.2 [M+H]+

Workup

  1. custompurifying via radial chromatography
  2. washeluting with 40:60 to 50:50 THF/hexanes

Sources & evidence

ORD record
ord-013797600f6d4ea18915e0be9ebb9383
Source dataset
uspto-grants-2004_10
Patent number
US06800651B2

Reaction notes

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