Dimethyl Sulfoxide → HCID 58542153, compound

HRID 237425Notes

Reaction equation

HRID 237425 reaction equation
[CH2:1]([S:4][C:5]1[N:10]=[C:9]([NH:11][NH2:12])[CH:8]=[CH:7][N:6]=1)[CH2:2][CH3:3].F[C:14]1[CH:21]=[C:20](SCCC)[CH:19]=[C:18]([O:26][CH3:27])[C:15]=1[CH:16]=O.CS(C)=O>O>[CH3:27][O:26][C:18]1[CH:19]=[CH:20][CH:21]=[C:14]2[C:15]=1[CH:16]=[N:12][N:11]2[C:9]1[CH:8]=[CH:7][N:6]=[C:5]([S:4][CH2:1][CH2:2][CH3:3])[N:10]=1

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 86659976HCID 86659976, compoundHCID 86659977HCID 86659977, compound

Product 1

HCID 58542153HCID 58542153, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(2-Propylsulfanyl-pyrimidin-4-yl)-hydrazine (7.036 g), 2-fluoro-6-methoxy-4-propylsulfanyl-benzaldehyde 5.524 g) and DB 16.373 g) were added to DMSO (70 mL) and the mixture was stirred at room temperature for one hour, then stirred at 80° C. for one hour. The mixture was cooled, diluted with water, and filtered. The collected solid was washed with water, and dried under reduced pressure to give 4-methoxy-1-(2-propylsulfanyl-pyrimidin-4-yl)-1H-indazole.

Workup

  1. stirringstirred at 80° C. for one hour
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. washThe collected solid was washed with water
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-a3c9b180dc864acfa3769a1af7bf4741
Source dataset
uspto-grants-2014_02
Patent number
US08642601B2

Reaction notes

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