Hydrochloric Acid → HCID 21897810, compound

HRID 1864148Notes

Reaction equation

HRID 1864148 reaction equation
[ClH:1].Cl[C:3]([N:22]([CH3:24])[CH3:23])=[N:4][C:5]1[N:6]([C:12]2[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:14][CH:13]=2)[N:7]=[CH:8][C:9]=1[C:10]#[N:11]>ClCCCl>[Cl:1][C:10]1[N:11]=[C:3]([N:22]([CH3:24])[CH3:23])[N:4]=[C:5]2[N:6]([C:12]3[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:14][CH:13]=3)[N:7]=[CH:8][C:9]=12

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 738525781-chloro-N'-[4-cyano-2-(4-methanesulfonyl-phenyl)-2H-pyrazol-3-yl]-N,N-dimethyl-formamidine

Product 1

HCID 21897810HCID 21897810, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A stream of dry hydrogen chloride was passed through a solution of 1-chloro-N′-[4-cyano-2-(4-methanesulfonyl-phenyl)-2H-pyrazol-3-yl]-N,N-dimethyl-formamidine (0.600 g, 1.70 mmol) in 1,2-dichloroethane (20 mL) for 1 h. The solution was stirred at rt for 3 days. The solvent was removed under reduced pressure and the crude washed several times with dichloromethane. [4-Chloro-1-(4-methanesulfonyl-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-dimethyl-amine recrystalized in dichloromethane and it was retrieved by filtration as an off-white solid (0.4 g, 67%). Exact mass calculated for C14H14ClN5O2S 351.06, found 352.20 (MH+, 100%).

Workup

  1. customThe solvent was removed under reduced pressure
  2. washthe crude washed several times with dichloromethane
  3. custom[4-Chloro-1-(4-methanesulfonyl-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-dimethyl-amine recrystalized in dichloromethane
  4. filtrationit was retrieved by filtration as an off-white solid (0.4 g, 67%)

Sources & evidence

ORD record
ord-dc009318ba6c4acf834e260956e716c2
Source dataset
uspto-grants-2009_12
Patent number
US07625906B2

Reaction notes

Loading…