Dichloromethane → HCID 66710773, compound

HRID 1261881Notes

Reaction equation

HRID 1261881 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[N:16]3[C:11]([CH:12]=[N:13][C:14]([S:17][CH3:18])=[N:15]3)=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.C(Cl)Cl.ClC1C=CC=C(C(OO)=[O:30])C=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[N:16]3[C:11]([CH:12]=[N:13][C:14]([S:17]([CH3:18])=[O:30])=[N:15]3)=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 70297m-Chloroperbenzoic acidHCID 667115827-(3-Chloro-phenyl)-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazine

Product 1

HCID 66710773HCID 66710773, compound

Procedure

Into a 100 mL round bottom flask, [7-(3-Chloro-phenyl)-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazine (1.60 g, 0.00580 mol) was dissolved in Methylene chloride (60 mL, 1 mol) and the mixture was treated with m-Chloroperbenzoic acid (1.35 g, 0.00783 mol). The reaction was allowed to stir at room temperature until HPLC showed consumption of starting material. The reaction was partitioned between sodium bicarbinate and DCM. The organic layer was separated, washed with water subsequently with Brine and dried over sodium sulfate. The solution was filtered and reduced. The solid was then triturated with ether to afford 7-(3-Chloro-phenyl)-2-methanesulfinyl-pyrrolo[2,1-f][1,2,4]triazine as a yellow solid. The product was used as is with mixture of sulfone by-product.

Workup

  1. customconsumption of starting material
  2. customThe reaction was partitioned between sodium bicarbinate and DCM
  3. customThe organic layer was separated
  4. washwashed with water subsequently with Brine
  5. dry with materialdried over sodium sulfate
  6. filtrationThe solution was filtered
  7. customThe solid was then triturated with ether

Sources & evidence

ORD record
ord-fc165194121b4e5ca3b856412ad8e3b2
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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