Hydrochloric Acid → HCID 57545815, compound

HRID 244682Notes

Reaction equation

HRID 244682 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[Br:6][C:7]1[CH:8]=[C:9]([NH2:14])[C:10]([CH3:13])=[N:11][CH:12]=1.Cl.C(Cl)Cl>N1C=CC=CC=1>[Br:6][C:7]1[CH:8]=[C:9]([NH:14][S:2]([CH3:1])(=[O:4])=[O:3])[C:10]([CH3:13])=[N:11][CH:12]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6344Dichloromethane2×HCID 31297Methanesulfonyl chlorideHCID 219640965-Bromo-2-methylpyridin-3-amine

Product 1

HCID 57545815HCID 57545815, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Methanesulfonyl chloride (97 μl) was added dropwise to 5-bromo-2-methyl-3-pyridinamine (Chempacific) (200 mg) in pyridine (5 ml). The reaction was stirred at room temperature for 20 min before addition of 2M HCl (aq) (5 ml) and extraction into DCM. The DCM was passed through a hydrophobic frit then dried under a stream of nitrogen. The residue was dissolved in DCM and washed through an aminopropyl cartridge (preconditioned with DCM) with DCM to give title compound, 77 mg.

Workup

  1. customthen dried under a stream of nitrogen
  2. dissolutionThe residue was dissolved in DCM
  3. washwashed through an aminopropyl cartridge (preconditioned with DCM) with DCM

Sources & evidence

ORD record
ord-afed0135a8b140f4b318f91a730a886e
Source dataset
uspto-grants-2014_02
Patent number
US08658635B2

Reaction notes

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