Methylamine → HCID 9926596, compound

HRID 1267499Notes

Reaction equation

HRID 1267499 reaction equation
[CH3:1][NH2:2].[F:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:15]=[CH:14][C:13]([CH:16]([CH3:22])[CH2:17][S:18](Cl)(=[O:20])=[O:19])=[CH:12][CH:11]=1>O1CCCC1>[CH3:1][NH:2][S:18]([CH2:17][CH:16]([C:13]1[CH:14]=[CH:15][C:10]([C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[F:3])=[CH:11][CH:12]=1)[CH3:22])(=[O:20])=[O:19]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 18546471HCID 18546471, compound

Product 1

HCID 9926596HCID 9926596, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 10 mL of 40% aqueous methylamine was added 0.3 g (1.0 mmol) of 2-(4-(2-fluorophenyl)phenyl)propanesulfonyl chloride above in 3 mL of tetrahydrofuran and the mixture stirred at room temperature for 16 hours. The reaction mixture was extracted three times with 5 mL each of ethyl acetate. The combined organics were dried (MgSO4), filtered and concentrated in vacuo. Chromatography (25 g of silica gel, 35% ethyl acetate/hexanes) of the residue afforded 0.1 g (42%) of the title compound.

Workup

  1. extractionThe reaction mixture was extracted three times with 5 mL each of ethyl acetate
  2. dry with materialThe combined organics were dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-410d65287836430ca7cf0f5bcc779647
Source dataset
uspto-grants-2003_04
Patent number
US06552086B1

Reaction notes

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