Triethylamine → HCID 178505156, compound

HRID 406010Notes

Reaction equation

HRID 406010 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].Cl.[F:7][C:8]1[CH:9]=[CH:10][C:11]([N+:22]([O-:24])=[O:23])=[C:12]([CH:21]=1)[O:13][C@H:14]1[CH2:19][CH2:18][C@H:17]([NH2:20])[CH2:16][CH2:15]1.C(N(CC)CC)C>C(Cl)Cl>[F:7][C:8]1[CH:9]=[CH:10][C:11]([N+:22]([O-:24])=[O:23])=[C:12]([CH:21]=1)[O:13][C@H:14]1[CH2:15][CH2:16][C@H:17]([NH:20][S:2]([CH3:1])(=[O:4])=[O:3])[CH2:18][CH2:19]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 178479276HCID 178479276, compound

Product 1

HCID 178505156HCID 178505156, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

120 μl methansulfonyl chloride were added to an ice cooled suspension of 300 mg trans-4-(5-fluoro-2-nitro-phenoxy)-cyclohexylamine hydrochloride and 431 μl triethylamine in 5 ml methylene chloride. The reaction mixture was allowed to warm up slowly to rt over night. Then the mixture was diluted with methylene chloride and washed with 10% potassium hydrogen sulfate. The mixture was filtered through a hydrophobic frit and evaporated. The residue was triturated with ether.

Workup

  1. temperaturecooled
  2. washwashed with 10% potassium hydrogen sulfate
  3. filtrationThe mixture was filtered through a hydrophobic frit
  4. customevaporated
  5. customThe residue was triturated with ether

Sources & evidence

ORD record
ord-30999f7186b44684805ac2adc519a06b
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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