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

HRID 392414
Notes
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Reaction equation

HRID 392414 reaction equation
[C:1]1([C:7]2[CH:27]=[CH:26][CH:25]=[CH:24][C:8]=2[O:9][C:10]2[CH:11]=[C:12]([NH:16][CH2:17][C:18]3[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=3)[CH:13]=[CH:14][CH:15]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:28]([S:30](Cl)(=[O:32])=[O:31])[CH3:29]>>[C:1]1([C:7]2[CH:27]=[CH:26][CH:25]=[CH:24][C:8]=2[O:9][C:10]2[CH:11]=[C:12]([N:16]([CH2:17][C:18]3[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=3)[S:30]([CH2:28][CH3:29])(=[O:32])=[O:31])[CH:13]=[CH:14][CH:15]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 11667Ethanesulfonyl chlorideHCID 69881268N-(3-(2-phenylphenoxy)phenyl)pyrid-3-ylmethylamine

Product 1

HCID 23521680N-(3-(2-phenylphenoxy)phenyl)-N-(ethylsulfonyl)pyrid-3-ylmethylamine

Procedure

Using the procedure of Example 342 using N-(3-(2-phenylphenoxy)phenyl)pyrid-3-ylmethylamine and ethanesulfonyl chloride (Aldrich) and purifying via preparative HPLC eluting with 99:1 to 97:3 DCM/MeOH gave the title compound. Anal Calcd for C26H24N2O3S: C, 70.25; H, 5.44; N, 6.30. Found: C, 70.13; H, 5.39; N, 6.26. MS found 445.1 [M+H]+

Workup

  1. custompurifying via preparative HPLC
  2. washeluting with 99:1 to 97:3 DCM/MeOH

Sources & evidence

ORD record
ord-f772445d2f6b496ca4eda25d69213a44
Source dataset
uspto-grants-2004_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06800651B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes