HCID 50914397, compound → BAY 869766

HRID 335630Notes

Reaction equation

HRID 335630 reaction equation
[F:1][C:2]1[C:3]([NH:26][C:27]2[CH:32]=[CH:31][C:30]([I:33])=[CH:29][C:28]=2[F:34])=[C:4]([NH:11][S:12]([C:15]2([CH2:18][C@@H:19]3[CH2:23][O:22]C(C)(C)[O:20]3)[CH2:17][CH2:16]2)(=[O:14])=[O:13])[C:5]([O:9][CH3:10])=[CH:6][C:7]=1[F:8]>C1COCC1.Cl>[F:1][C:2]1[C:3]([NH:26][C:27]2[CH:32]=[CH:31][C:30]([I:33])=[CH:29][C:28]=2[F:34])=[C:4]([NH:11][S:12]([C:15]2([CH2:18][C@@H:19]([OH:20])[CH2:23][OH:22])[CH2:17][CH2:16]2)(=[O:13])=[O:14])[C:5]([O:9][CH3:10])=[CH:6][C:7]=1[F:8]

Participants

4

Reactant 1

HCID 50914397HCID 50914397, compound

Product 1

HCID 50912933BAY 869766

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

Crude (R)—N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)cyclopropane-1-sulfonamide was dissolve in a mixture of THF (1 mL) and HCl (1.2N, 0.15 ml) and stirred overnight at room temperature. The solvents were removed under reduced pressure and the residue dissolved in ethyl acetate. The organic phase was washed with aqueous NaHCO3, dried (Na2SO4), and concentrated to afford (R)—N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide (1.4 mg, crude).

Workup

  1. customThe solvents were removed under reduced pressure
  2. dissolutionthe residue dissolved in ethyl acetate
  3. washThe organic phase was washed with aqueous NaHCO3
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-424353a7fe89415f8b51651909acac40
Source dataset
uspto-grants-2014_11
Patent number
US08884058B2

Reaction notes

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