Ethanesulfonyl chloride → N-(3-(2-Methoxyphenoxy)phenyl)-N-(ethylsulfonyl)pyrid-3-ylmethylamine

HRID 392412Notes

Reaction equation

HRID 392412 reaction equation
[CH3:1][O:2][C:3]1[CH:23]=[CH:22][CH:21]=[CH:20][C:4]=1[O:5][C:6]1[CH:7]=[C:8]([NH:12][CH2:13][C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)[CH:9]=[CH:10][CH:11]=1.[CH2:24]([S:26](Cl)(=[O:28])=[O:27])[CH3:25]>>[CH3:1][O:2][C:3]1[CH:23]=[CH:22][CH:21]=[CH:20][C:4]=1[O:5][C:6]1[CH:7]=[C:8]([N:12]([CH2:13][C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)[S:26]([CH2:24][CH3:25])(=[O:28])=[O:27])[CH:9]=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 11667Ethanesulfonyl chlorideHCID 22663896N-(3-(2-Methoxyphenoxy)phenyl) pyrid-3-ylmethylamine

Product 1

HCID 10294298N-(3-(2-Methoxyphenoxy)phenyl)-N-(ethylsulfonyl)pyrid-3-ylmethylamine

Procedure

Using the method of Example 342 using N-(3-(2-methoxyphenoxy)phenyl)pyridin-3-ylmethylamine and ethanesulfonyl chloride (Aldrich) and purifying via preparative HPLC eluting with 98:2 to 96:4 DCM/MeOH gave the title compound. Anal Calcd for C21H22N2O4S: C, 63.30; H, 5.56; N, 7.03. Found: C, 63.16; H, 5.51; N, 6.64. MS found 398.9 [M+H]+

Workup

  1. custompurifying via preparative HPLC
  2. washeluting with 98:2 to 96:4 DCM/MeOH

Sources & evidence

ORD record
ord-1f069a46c73c40208e931c63050410e2
Source dataset
uspto-grants-2004_10
Patent number
US06800651B2

Reaction notes

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