Methanesulfonic Acid → HCID 19785212, compound

HRID 256532Notes

Reaction equation

HRID 256532 reaction equation
O[CH:2]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH2:3][NH:4][CH2:5][CH2:6][C:7]1[CH:11]=[CH:10][N:9]([S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:14])=[O:13])[CH:8]=1.CS(O)(=O)=O>FC(F)(F)C(O)=O>[C:15]1([S:12]([N:9]2[C:8]3[CH:2]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[CH2:3][NH:4][CH2:5][CH2:6][C:7]=3[CH:11]=[CH:10]2)(=[O:14])=[O:13])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 19785211HCID 19785211, compound

Product 1

HCID 19785212HCID 19785212, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

N-(2-Hydroxy-2-phenylethyl)-2-(1-phenylsulphonyl-3-pyrrolyl)ethylamine (1.67 g), trifluoroacetic acid (60 ml) and methanesulphonic acid (0.65 g, 6.68 mmole) were refluxed for 1.5 hours. After evaporating to dryness, water then 0.88 ammonia were added and the product was extracted into dichloromethane. The extracts were washed with water, dried and evaporated to give an oil. The oil was purified by chromatography on silica, eluting with chloroform then increasing amounts of methanol (1-15%) in chloroform to give the title product as an oily solid.

Workup

  1. customAfter evaporating to dryness, water
  2. addition0.88 ammonia were added
  3. extractionthe product was extracted into dichloromethane
  4. washThe extracts were washed with water
  5. customdried
  6. customevaporated
  7. customto give an oil
  8. customThe oil was purified by chromatography on silica
  9. washeluting with chloroform

Sources & evidence

ORD record
ord-b3f069b25f4b4efeb560f45d0b228184
Source dataset
uspto-grants-1993_11
Patent number
US05258378

Reaction notes

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