Triethylamine → HCID 67126376, compound

HRID 706903Notes

Reaction equation

HRID 706903 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[O:15]1[CH2:19][CH2:18][CH:17]([N:20]2[CH2:23][CH:22]([NH2:24])[CH2:21]2)[CH2:16]1.C(N(CC)CC)C>O1CCCC1>[N+:12]([C:3]1[CH:4]=[C:5]([S:8]([NH2:11])(=[O:10])=[O:9])[CH:6]=[CH:7][C:2]=1[NH:24][CH:22]1[CH2:23][N:20]([CH:17]2[CH2:18][CH2:19][O:15][CH2:16]2)[CH2:21]1)([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 167824874-Fluoro-3-nitrobenzenesulfonamideHCID 63760937HCID 63760937, compound

Product 1

HCID 67126376HCID 67126376, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-Fluoro-3-nitrobenzenesulfonamide (0.084 g), 1-(tetrahydrofuran-3-yl)azetidin-3-amine (0.090 g) and triethylamine (0.266 ml) in tetrahydrofuran (3 mL) was heated to 60° C. After stirring for 4 hours, the reaction was cooled, the tetrahydrofuran was removed and the residue was partitioned between dichloromethane (200 mL) and water (20 mL). The organic layer was separated, washed with brine (25 mL), dried over magnesium sulfate, filtered, and concentrated to give the title compound.

Workup

  1. temperaturethe reaction was cooled
  2. customthe tetrahydrofuran was removed
  3. customthe residue was partitioned between dichloromethane (200 mL) and water (20 mL)
  4. customThe organic layer was separated
  5. washwashed with brine (25 mL)
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-23406ad49c7042839dc8d994ab364e23
Source dataset
uspto-grants-2015_11
Patent number
US09174982B2

Reaction notes

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