Dichloromethane → HCID 136360288, compound

HRID 1262274Notes

Reaction equation

HRID 1262274 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[CH:7][C:6]2=[CH:9][CH:10]=[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[OH:18])[N:5]2[N:4]=1.C(Cl)Cl.C1C=C(Cl)C=C(C(OO)=[O:30])C=1>>[CH3:1][S:2]([C:3]1[N:8]=[CH:7][C:6]2=[CH:9][CH:10]=[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[OH:18])[N:5]2[N:4]=1)=[O:30]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 70297m-Chloroperbenzoic acidHCID 136360287HCID 136360287, compound

Product 1

HCID 136360288HCID 136360288, compoundYield 86.1%

Procedure

Into a 8-dram vial, 2-(2-Methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenol (0.530 g, 2.06 mmol) and Methylene chloride (15 mL, 230 mmol)were added. m-CPBA 70-75% (70:30, m-Chloroperbenzoic acid:3-Chlorobenzoic acid, 0.533 g, 2.16 mmol) was added over 10 minutes. The reaction was stirred at room temperature for 1 hour. The reaction was partitioned with DCM and sat. NaHCO3. The organic was separated, washed with Brine, and dried over Na2SO4. The solid was filtered and washed with DCM. The solvent was removed under vacuum to give 2-(2-Methanesulfinyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenol as a yellow solid (0.485 g, 86%).

Workup

  1. customThe reaction was partitioned with DCM and sat. NaHCO3
  2. customThe organic was separated
  3. washwashed with Brine
  4. dry with materialdried over Na2SO4
  5. filtrationThe solid was filtered
  6. washwashed with DCM
  7. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-1f6cd0d9c2664e5a9e00db41ed938cec
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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