Methanesulfonyl chloride → HCID 13284512, compound

HRID 2309890Notes

Reaction equation

HRID 2309890 reaction equation
Cl.Cl.[CH3:3][N:4]([CH3:21])[C:5]1[CH:10]=[C:9]([NH2:11])[CH:8]=[CH:7][C:6]=1[C:12]1[NH:13][C:14]2[C:15]([N:20]=1)=[N:16][CH:17]=[CH:18][CH:19]=2.[CH3:22][S:23](Cl)(=[O:25])=[O:24]>N1C=CC=CC=1>[CH3:3][N:4]([CH3:21])[C:5]1[CH:10]=[C:9]([NH:11][S:23]([CH3:22])(=[O:25])=[O:24])[CH:8]=[CH:7][C:6]=1[C:12]1[NH:13][C:14]2[C:15]([N:20]=1)=[N:16][CH:17]=[CH:18][CH:19]=2

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 20184547HCID 20184547, compound

Product 1

HCID 13284512HCID 13284512, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

An amount of 0.49 gm 2-(2'-dimethylamino-4'-aminophenyl)-imidazo[4,5-b]pyridine dihydrochloride was dissolved in 10 ml of pyridine, 0.38 gm of methanesulfonyl chloride were added dropwise, and the mixture was stirred for two days at ambient temperature. The reaction mixture was poured onto water, and the solution obtained was extracted with ethyl acetate. The ethyl acetate phases were washed with common salt solution and concentrated by evaporation. The residue was triturated with 2N acetic acid, subjected to filtration, and washed with water.

Workup

  1. additionThe reaction mixture was poured onto water
  2. customthe solution obtained
  3. extractionwas extracted with ethyl acetate
  4. washThe ethyl acetate phases were washed with common salt solution
  5. concentrationconcentrated by evaporation
  6. customThe residue was triturated with 2N acetic acid
  7. filtrationsubjected to filtration
  8. washwashed with water

Sources & evidence

ORD record
ord-950efe23944e4a03a14e23086bc5c559
Source dataset
uspto-grants-1987_09
Patent number
US04696931

Reaction notes

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