Water → HCID 71092430, compound

HRID 1497978Notes

Reaction equation

HRID 1497978 reaction equation
[Cl:1][C:2]1[CH:3]=[N+:4]([O-:23])[CH:5]=[C:6]([Cl:22])[C:7]=1[CH2:8][C@@H:9]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH:18]([F:20])[F:19])=[C:13]([OH:21])[CH:12]=1)[OH:10].[C:24]([O-])([O-])=O.[K+].[K+].IC.O>CN(C=O)C>[Cl:22][C:6]1[CH:5]=[N+:4]([O-:23])[CH:3]=[C:2]([Cl:1])[C:7]=1[CH2:8][CH:9]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH:18]([F:20])[F:19])=[C:13]([O:21][CH3:24])[CH:12]=1)[OH:10]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 86720686HCID 86720686, compound

Product 1

HCID 71092430HCID 71092430, compoundYield 95.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

(S)-3,5-dichloro-4-(2-(4-(difluoromethoxy)-3-hydroxylphenyl)-2-hydroxyethyl-) pyridine 1-oxide (2 g, 5.46 mmol) was dissolved in DMF (16 mL), then K2CO3 (2 g, 14.47 mmol) and iodomethane (1.72 g, 12.12 mmol) were added, and the mixture was stirred at r.t. for 4 hours. The mixture was poured into 200 mL of water, filtered, washed with water and dried under vacuum at 40° C. 1.98 g of whitish solid was obtained.

Workup

  1. filtrationfiltered
  2. washwashed with water
  3. customdried under vacuum at 40° C

Sources & evidence

ORD record
ord-edb60741a0ef443eb5fd785684219450
Source dataset
uspto-grants-2015_12
Patent number
US09199980B2

Reaction notes

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