1-Methylpiperazine → HCID 21254910, compound

HRID 636437Notes

Reaction equation

HRID 636437 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[C:8]1([S:14]([C:17]2[C:18]([S:28][CH3:29])=[N:19][N:20]3[C:25](Cl)=[CH:24][C:23]([Cl:27])=[N:22][C:21]=23)(=[O:16])=[O:15])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C([O-])(O)=O.[Na+]>C(Cl)Cl>[C:8]1([S:14]([C:17]2[C:18]([S:28][CH3:29])=[N:19][N:20]3[C:25]([N:5]4[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]4)=[CH:24][C:23]([Cl:27])=[N:22][C:21]=23)(=[O:16])=[O:15])[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 531671-MethylpiperazineHCID 516892Sodium BicarbonateHCID 21255057HCID 21255057, compound

Product 1

HCID 21254910HCID 21254910, compoundYield 86.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

0.1 g (1 mmol) of 1-methyl-piperazine in 3 ml of CH2Cl2 was added to a solution of 0.37 g (1 mmol) of 3-benzenesulphonyl-5,7-dichloro-2-methylsulphanyl-pyrazolo[1,5-a]-pyrimidine in 20 ml of CH2Cl2 and stirred at RT for 1 hr. The mixture was poured on to ice-water, adjusted to pH8 with NaHCO3 solution and extracted three times with 30 ml of CH2Cl2. The combined organic phases were dried (MgSO4), filtered and evaporated. Subsequent chromatography (silica gel, CH2Cl2/MeOH 4:1) yielded 0.38 g (86%) of 3-benzenesulphonyl-5-chloro-7-(4-methyl-piperazin-1-yl)-2-methylsulphanyl-pyrazolo[1,5-a]pyrimidine as colorless crystals, m.p.>230°.

Workup

  1. extractionextracted three times with 30 ml of CH2Cl2
  2. dry with materialThe combined organic phases were dried (MgSO4)
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-db82d2ad635a4d94bc75eb72c9c68558
Source dataset
uspto-grants-2001_02
Patent number
US06194410B1

Reaction notes

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