Cyclopentylamine → HCID 118093990, compound

HRID 515531Notes

Reaction equation

HRID 515531 reaction equation
[CH:1]1([NH2:6])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:7][C:8]1[C:12]([C:13]2[CH:14]=[C:15]([S:23](Cl)(=[O:25])=[O:24])[C:16]3[CH:17]=[CH:18][CH:19]=[N:20][C:21]=3[CH:22]=2)=[C:11]([CH3:27])[O:10][N:9]=1>C(OCC)(=O)C>[CH:1]1([NH:6][S:23]([C:15]2[C:16]3[CH:17]=[CH:18][CH:19]=[N:20][C:21]=3[CH:22]=[C:13]([C:12]3[C:8]([CH3:7])=[N:9][O:10][C:11]=3[CH3:27])[CH:14]=2)(=[O:24])=[O:25])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 2906CyclopentylamineHCID 118094026HCID 118094026, compound

Product 1

HCID 118093990HCID 118093990, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Cyclopentyl amine (0.4 mL, 4 mmol) was added to a solution of 7-(3,5-dimethylisoxazol-4-yl)quinoline-5-sulfonyl chloride (500 mg, 1.55 mmol) in ethyl acetate (15 mL). The reaction was stirred at room temperature for 15 minutes before being partitioned between an aqueous solution of citric acid and ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate. Purification on silica gel (rf=0.07 in 2:1 hexanes ethyl acetate) afforded N-cyclopentyl-7-(3,5-dimethylisoxazol-4-yl)quinoline-5-sulfonamide.

Workup

  1. custombefore being partitioned between an aqueous solution of citric acid and ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over sodium sulfate
  4. customPurification on silica gel (rf=0.07 in 2:1 hexanes ethyl acetate)

Sources & evidence

ORD record
ord-dfafa34d7c314eadb30ed0ad41f7c9b4
Source dataset
uspto-grants-2015_08
Patent number
US09108953B2

Reaction notes

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