Cyclopentylamine → HCID 118094105, compound

HRID 515541Notes

Reaction equation

HRID 515541 reaction equation
[CH:1]1([NH2:6])[CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:7][C:8]1[CH:9]=[C:10]([S:18](Cl)(=[O:20])=[O:19])[C:11]2[N:12]=[CH:13][CH:14]=[N:15][C:16]=2[CH:17]=1>N1C=CC=CC=1.C(Cl)Cl>[Cl:7][C:8]1[CH:9]=[C:10]([S:18]([NH:6][CH:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)(=[O:19])=[O:20])[C:11]2[N:12]=[CH:13][CH:14]=[N:15][C:16]=2[CH:17]=1

Participants

5

Reactant 2

HCID 2906CyclopentylamineHCID 118094045HCID 118094045, compound

Product 1

HCID 118094105HCID 118094105, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of cyclopentyl amine (0.134 mg, 1.6 mmol) in pyridine (5 ml) was added a solution of 7-chloroquinoxaline-5-sulfonyl chloride (0.26 g, 0.748 mmol, crude) in DCM (5 mL) at 0° C. The reaction was stirred at room temperature for 15 minutes before being partitioned between brine and ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate. Purification on silica gel (rf=0.38 in 1:1 hexanes/ethyl acetate) afforded 7-chloro-N-cyclopentylquinoxaline-5-sulfonamide as an off-white powder.

Workup

  1. custombefore being partitioned between brine and ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over sodium sulfate
  4. customPurification on silica gel (rf=0.38 in 1:1 hexanes/ethyl acetate)

Sources & evidence

ORD record
ord-e93afd5270e1455b9f26100640e719fd
Source dataset
uspto-grants-2015_08
Patent number
US09108953B2

Reaction notes

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