4-Chloroaniline → HCID 53253065, compound

HRID 336517Notes

Reaction equation

HRID 336517 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2[C:23](=[O:24])[N:22]([CH3:25])[C:14]3[N:15]=[C:16](S(C)=O)[N:17]=[CH:18][C:13]=3[CH:12]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[Cl:26][C:27]1[CH:33]=[CH:32][C:30]([NH2:31])=[CH:29][CH:28]=1>C1(C)C=CC=CC=1>[Cl:26][C:27]1[CH:33]=[CH:32][C:30]([NH:31][C:16]2[N:17]=[CH:18][C:13]3[CH:12]=[C:11]([S:8]([C:5]4[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=4)(=[O:10])=[O:9])[C:23](=[O:24])[N:22]([CH3:25])[C:14]=3[N:15]=2)=[CH:29][CH:28]=1

Participants

4

Reactant 2

HCID 78124-ChloroanilineHCID 67236377HCID 67236377, compound

Product 1

HCID 53253065HCID 53253065, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 6-(4-chlorophenylsulfonyl)-8-methyl-2-(methylsulfinyl)pyrido[2,3-d]pyrimidin-7(8H)-one (1 eq) and 4-chloroaniline (1.5 eq) in toluene was refluxed overnight. After completion of the reaction (monitored by TLC) the reaction mixture was cooled to ambient temperature. The solid separated, was filtered, washed with hexane, and dried to afford the desired compound.

Workup

  1. temperaturewas refluxed overnight
  2. customAfter completion of the reaction (monitored by TLC) the reaction mixture
  3. customThe solid separated
  4. filtrationwas filtered
  5. washwashed with hexane
  6. customdried

Sources & evidence

ORD record
ord-2cc004938c2b476da67a028be2301591
Source dataset
uspto-grants-2014_11
Patent number
US08889696B2

Reaction notes

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