HCID 57942075, compound → HCID 57942322, compound

HRID 419066Notes

Reaction equation

HRID 419066 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([C:15]2[C:16]([C:22]([N:24]3[CH2:29][CH:28]([CH3:30])[O:27][CH:26]([CH3:31])[CH2:25]3)=[O:23])=[N:17][CH:18]=[C:19]([Cl:21])[CH:20]=2)COC)(=[O:10])=[O:9])=[CH:4][C:3]=1[C:32]([F:35])([F:34])[F:33]>Cl.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:15]2[C:16]([C:22]([N:24]3[CH2:25][CH:26]([CH3:31])[O:27][CH:28]([CH3:30])[CH2:29]3)=[O:23])=[N:17][CH:18]=[C:19]([Cl:21])[CH:20]=2)(=[O:9])=[O:10])=[CH:4][C:3]=1[C:32]([F:35])([F:34])[F:33]

Participants

4

Reactant 1

HCID 57942075HCID 57942075, compound

Product 1

HCID 57942322HCID 57942322, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

A solution of crude 4-chloro-N-[5-chloro-2-(2,6-dimethyl-morpholine-4-carbonyl)-pyridin-3-yl]-N-methoxymethyl-3-trifluoromethyl-benzenesulfonamide in 3 mL HCl (4M in dioxane) and water (1 mL) was refluxed for 2 h. Upon cooling to room temperature, the mixture was concentrated and the residue was purified via preparative TLC (50% EtOAc in hexane) to afford 28 mg of 4-chloro-N-[5-chloro-2-(2,6-dimethyl-morpholine-4-carbonyl)-pyridin-3-yl]-3-trifluoromethyl-benzenesulfonamide as an off white solid. MS m/z: 512.0 (M+H).

Workup

  1. concentrationthe mixture was concentrated
  2. customthe residue was purified via preparative TLC (50% EtOAc in hexane)

Sources & evidence

ORD record
ord-17c36bfb3a3f4ff38aee159b82915a89
Source dataset
uspto-grants-2012_01
Patent number
US08093247B2

Reaction notes

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