Triethylamine → HCID 21255009, compound

HRID 636438Notes

Reaction equation

HRID 636438 reaction equation
CCN(CC)CC.[C:8]1([S:14]([C:17]2[C:18]([S:34][CH3:35])=[N:19][N:20]3[C:25]([N:26]4[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]4)=[CH:24][C:23](Cl)=[N:22][C:21]=23)(=[O:16])=[O:15])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>CCO.[Pd]>[C:8]1([S:14]([C:17]2[C:18]([S:34][CH3:35])=[N:19][N:20]3[C:25]([N:26]4[CH2:27][CH2:28][N:29]([CH3:32])[CH2:30][CH2:31]4)=[CH:24][CH:23]=[N:22][C:21]=23)(=[O:16])=[O:15])[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 21254910HCID 21254910, compound

Product 1

HCID 21255009HCID 21255009, compoundYield 49.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

0.15 g of Pd/C (10%) and 0.3 ml of NEt3 were added to a solution of 0.189 g (0.4 mmol) of 3-benzenesulphonyl-5-chloro-7-(4-methyl-piperazin-1-yl)-2-methylsulphanyl-pyrazolo[1,5-a]pyrimidine in 30 ml of EtOH and hydrogenated at RT for 12 hrs. The reaction mixture was filtered over Dicalite and the filtrate was evaporated. Chromatography of the residue (SiO2, CH2Cl2/MeOH 20:1) yielded 0.08 g (49%) of 3-benzenesulphonyl-7-(4-methyl-piperazin-1-yl)-2-methylsulphanyl-pyrazolo[1,5-a]pyrimidine as colorless crystals, m.p. 107-109°.

Workup

  1. filtrationThe reaction mixture was filtered over Dicalite
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-a91dfaa891fa49a5afe1f074f6bfaad1
Source dataset
uspto-grants-2001_02
Patent number
US06194410B1

Reaction notes

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