Potassium Hydroxide → HCID 54293554, compound

HRID 2211116Notes

Reaction equation

HRID 2211116 reaction equation
Cl[C:2]1[N:7]=[N:6][C:5]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)=[C:4]2[S:13][CH:14]=[CH:15][C:3]=12.[C:16]1([C@H:22]([NH2:24])[CH3:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[OH-].[K+]>CN1CCCC1=O>[C:16]1([C@H:22]([NH:24][C:2]2[N:7]=[N:6][C:5]([C:8]3[S:9][CH:10]=[CH:11][CH:12]=3)=[C:4]3[S:13][CH:14]=[CH:15][C:3]=23)[CH3:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 6431891-Phenethylamine, (+)-HCID 19375601HCID 19375601, compound

Product 1

HCID 54293554HCID 54293554, compoundYield 65.2%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
150 °C

Procedure

0.31 g of 4-chloro-7-(2-thienyl)thieno[2,3-d]pyridazine and 0.48 g of (R)-1-phenylethylamine was dissolved in 2 ml of N-methylpyrrolidone, and the solution was stirred at 150° C. for 10 hours. After cooling the solution, an aqueous 5% KOH solution was added thereto, and the solution was extracted with chloroform and dried. The solvent was distilled off, and the residue was purified by silica gel chromatography to obtain 0.27 g of (R)-4-(1-phenylethylamino)-7-(2-thienyl)-thieno[2,3-d]pyridazine.

Workup

  1. temperatureAfter cooling the solution
  2. extractionthe solution was extracted with chloroform
  3. customdried
  4. distillationThe solvent was distilled off
  5. customthe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-ed3b2226aa4d469cad5b0509a953b235
Source dataset
uspto-grants-1995_10
Patent number
US05462941

Reaction notes

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