3-(Dimethylamino)pyrrolidine → HCID 86721073, compound

HRID 930932Notes

Reaction equation

HRID 930932 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([S:9](Cl)(=[O:11])=[O:10])[CH:5]=[CH:6][C:7]=1[F:8].[CH3:13][N:14]([CH3:20])[CH:15]1[CH2:19][CH2:18][NH:17][CH2:16]1>O1CCCC1>[Br:1][C:2]1[CH:3]=[C:4]([S:9]([N:17]2[CH2:18][CH2:19][CH:15]([N:14]([CH3:20])[CH3:13])[CH2:16]2)(=[O:11])=[O:10])[CH:5]=[CH:6][C:7]=1[F:8]

Participants

4

Reactant 2

HCID 27585193-(Dimethylamino)pyrrolidineHCID 218867333-Bromo-4-fluorobenzene-1-sulfonyl chloride

Product 1

HCID 86721073HCID 86721073, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 3-bromo-4-fluorobenzene-1-sulfonyl chloride (Combi-blocks) (250 mg, 0.91 mmol), N,N-dimethylpyrrolidin-3-amine (218 mg, 1.9 mmol) in tetrahydrofuran (5.7 mL) was stirred at ambient temperature for 16 hours. The solvent was evaporated and residue was purified by flash chromatography (silica gel, dichloromethane/gradient with MeOH) to afford the title compound (220 mg, 69% yield).

Workup

  1. customThe solvent was evaporated
  2. customresidue was purified by flash chromatography (silica gel, dichloromethane/gradient with MeOH)

Sources & evidence

ORD record
ord-fe6a381295534340a8777df3bf8f779f
Source dataset
uspto-grants-2016_03
Patent number
US09296741B2

Reaction notes

Loading…