Triethylamine → HCID 66877920, compound

HRID 1014028Notes

Reaction equation

HRID 1014028 reaction equation
[C:1]([NH:4][CH2:5][C:6]1[CH:11]=[C:10]([F:12])[CH:9]=[CH:8][C:7]=1[S:13](Cl)(=[O:15])=[O:14])(=[O:3])[CH3:2].[CH:17]1([NH2:20])[CH2:19][CH2:18]1.C(N(CC)CC)C>O1CCCC1>[CH:17]1([NH:20][S:13]([C:7]2[CH:8]=[CH:9][C:10]([F:12])=[CH:11][C:6]=2[CH2:5][NH:4][C:1](=[O:3])[CH3:2])(=[O:15])=[O:14])[CH2:19][CH2:18]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 69828CyclopropylamineHCID 86650830HCID 86650830, compound

Product 1

HCID 66877920HCID 66877920, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(Step 1) A solution of 2-[(acetylamino)methyl]-4-fluorobenzenesulfonyl chloride (1.5 g), cyclopropylamine (0.43 ml) and triethylamine (0.87 ml) in tetrahydrofuran (15 ml) was stirred at room temperature for 2 hr. The reaction mixture was quenched with saturated brine, and extracted with ethyl acetate. The extract was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was crystallized from methanol-water to give N-[2-(cyclopropylsulfamoyl)-5-fluorobenzyl]acetamide (1.06 g) as a white solid.

Workup

  1. customThe reaction mixture was quenched with saturated brine
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customThe residue was crystallized from methanol-water

Sources & evidence

ORD record
ord-385dbd2b67364ad88433b49b9c598d98
Source dataset
uspto-grants-2011_07
Patent number
US07982044B2

Reaction notes

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