Pyridine → HCID 10090742, compound

HRID 1813899Notes

Reaction equation

HRID 1813899 reaction equation
[C:1]1([S:7]([C:10]2[C:15](=[NH:16])[N:14]3[CH:17]=[CH:18][CH:19]=[CH:20][C:13]3=[N:12][C:11]=2[S:21][CH3:22])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C=CC=CC=1.[C:29](Cl)(=[O:31])[CH3:30]>C(Cl)Cl>[C:1]1([S:7]([C:10]2[C:15](=[N:16][C:29](=[O:31])[CH3:30])[N:14]3[CH:17]=[CH:18][CH:19]=[CH:20][C:13]3=[N:12][C:11]=2[S:21][CH3:22])(=[O:9])=[O:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 10286610HCID 10286610, compound

Product 1

HCID 10090742HCID 10090742, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-Benzenesulfonyl-2-methylsulfanyl-pyrido[1,2-a]pyrimidin-4-ylideneamine (100 mg, 0.30 mmol) was dissolved in anhydrous methylenechloride (2 ml) to which pyridine (48 mg, 0.6 mmol) was added. Acetylchloride was then added at room temperature and the reaction mixture was stirred overnight. The reaction was quenched with saturated aqueous NaHCO3, extracted with methylene chloride, and purified by flash chromatography to yield 79 mg of a yellow solid product.

Workup

  1. additionwas added
  2. customThe reaction was quenched with saturated aqueous NaHCO3
  3. extractionextracted with methylene chloride
  4. custompurified by flash chromatography

Sources & evidence

ORD record
ord-4d002db4e2714d608e85f2dd2a17b015
Source dataset
uspto-grants-2005_04
Patent number
US06875771B2

Reaction notes

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