HCID 68266097, compound → HCID 68266098, compound

HRID 710566Notes

Reaction equation

HRID 710566 reaction equation
[F:1][C:2]1[C:3]([NH:19][S:20]([CH2:23][CH2:24][CH3:25])(=[O:22])=[O:21])=[N:4][CH:5]=[C:6]([F:18])[C:7]=1[NH:8]CC1C=CC(OC)=CC=1>C(Cl)Cl.C(O)(C(F)(F)F)=O>[NH2:8][C:7]1[C:6]([F:18])=[CH:5][N:4]=[C:3]([NH:19][S:20]([CH2:23][CH2:24][CH3:25])(=[O:21])=[O:22])[C:2]=1[F:1]

Participants

4

Reactant 1

HCID 68266097HCID 68266097, compound

Product 1

HCID 68266098HCID 68266098, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of N-(3,5-Difluoro-4-(4-methoxybenzylamino)pyridin-2-yl)propane-1-sulfonamide (1.05 g) in DCM (50 ml) and TFA (20 ml) was stirred at rt for 16 h. The mixture was concentrated. The residue was taken up in aqueous sodium bicarbonate solution, and the mixture was extracted with DCM. The combined organic extracts were dried over sodium sulfate, filtered, and concentrated. The residue was chromatographed on silica gel (10-50% ethyl acetate in hexanes eluant) to provide the title compound. MS m/z: 251.9 (M+1).

Workup

  1. concentrationThe mixture was concentrated
  2. extractionthe mixture was extracted with DCM
  3. dry with materialThe combined organic extracts were dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was chromatographed on silica gel (10-50% ethyl acetate in hexanes eluant)

Sources & evidence

ORD record
ord-1696368c7d0d4cbc9d5190ed82fb7ad5
Source dataset
uspto-grants-2015_11
Patent number
US09181238B2

Reaction notes

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