2,2,2-Trifluoroethanesulfonyl chloride → HCID 23521717, compound

HRID 392408Notes

Reaction equation

HRID 392408 reaction equation
[C:1]([C:3]1[CH:23]=[CH:22][CH:21]=[CH:20][C:4]=1[O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][CH2:13][C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)=[CH:8][CH:7]=1)#[N:2].[F:24][C:25]([F:32])([F:31])[CH2:26][S:27](Cl)(=[O:29])=[O:28]>>[C:1]([C:3]1[CH:23]=[CH:22][CH:21]=[CH:20][C:4]=1[O:5][C:6]1[CH:7]=[CH:8][C:9]([N:12]([CH2:13][C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)[S:27]([CH2:26][C:25]([F:32])([F:31])[F:24])(=[O:29])=[O:28])=[CH:10][CH:11]=1)#[N:2]

Participants

3

Reactant 2

HCID 742422,2,2-Trifluoroethanesulfonyl chlorideHCID 22663874HCID 22663874, compound

Product 1

HCID 23521717HCID 23521717, compound

Procedure

Using the method of Example 342 using N-(4-(2-cyanophenoxy)phenyl)pyridin-3-ylmethylamine and 2,2,2-trifluoroethanesulfonyl chloride (Aldrich) and purifying via preparative HPLC eluting with 90:10 to 78:22 DCM/ethyl acetate gave the title compound. Anal Calcd for C21H16F3N3O3S.0.2H2O: C, 55.92; H, 3.67; N, 9.32. Found: C, 55.77; H, 3.51; N, 9.18. MS found 447.8 [M+H]+

Workup

  1. custompurifying via preparative HPLC
  2. washeluting with 90:10 to 78:22 DCM/ethyl acetate

Sources & evidence

ORD record
ord-c5cbb9889fd14d54b7a177121b456de1
Source dataset
uspto-grants-2004_10
Patent number
US06800651B2

Reaction notes

Loading…