Chloromethyl ethyl ether → (NE)-5-chloro-N-[1-(ethoxymethyl)pyrimidin-4-ylidene]-2,4-difluorobenzenesulfonamide

HRID 1402031Notes

Reaction equation

HRID 1402031 reaction equation
[Cl:1][C:2]1[C:3]([F:19])=[CH:4][C:5]([F:18])=[C:6]([S:8]([NH:11][C:12]2[CH:17]=[CH:16][N:15]=[CH:14][N:13]=2)(=[O:10])=[O:9])[CH:7]=1.[CH2:20]([O:22][CH2:23]Cl)[CH3:21]>>[Cl:1][C:2]1[C:3]([F:19])=[CH:4][C:5]([F:18])=[C:6]([S:8](/[N:11]=[C:12]2/[N:13]=[CH:14][N:15]([CH2:23][O:22][CH2:20][CH3:21])[CH:16]=[CH:17]/2)(=[O:9])=[O:10])[CH:7]=1

Participants

3

Reactant 2

HCID 18523Chloromethyl ethyl etherHCID 594365455-chloro-2,4-difluoro-N-pyrimidin-4-ylbenzenesulfonamide

Product 1

HCID 59436509(NE)-5-chloro-N-[1-(ethoxymethyl)pyrimidin-4-ylidene]-2,4-difluorobenzenesulfonamide

Procedure

Prepared according to the process of Preparation 716 using 5-chloro-2,4-difluoro-N-pyrimidin-4-ylbenzenesulfonamide, Preparation 723 and chloromethyl ethyl ether. The product was a mixture of three regioisomers that were not separated and used in subsequent reactions as a mixture.

Workup

  1. customPrepared
  2. additiona mixture of three regioisomers that
  3. customwere not separated

Sources & evidence

ORD record
ord-912fda730e534e429d6b522d906bd5ed
Source dataset
uspto-grants-2014_12
Patent number
US08907101B2

Reaction notes

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