HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 5-Chloro-6-((4'-fluoro spiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-4'-yl)methoxy)pyridine-3-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 5,6-Dichloropyridine-3-sulfonamide | HCID 4730921 | — |
| Reactant | (4'-Fluorospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-4'-yl)methanol | HCID 67126697 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Chloro-6-((4'-fluoro spiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-4'-yl)methoxy)pyridine-3-sulfonamide | HCID 67126917 | — |
Reaction Steps
To a solution of EXAMPLE 350C (89 mg) in N,N-dimethylformamide (3 mL) was added NaH (65% in mineral oil, 36 mg). The mixture was stirred for 30 minutes, and then 5,6-dichloropyridine-3-sulfonamide (85 mg) was added. The mixture was stirred overnight. The mixture was poured over aqueous NH4Cl and extracted with ethyl acetate (100 mL). The combined organic layers were washed with water, brine and dried over Na2SO4. After filtration and evaporation of the solvent, the residue was loaded on a silica gel cartridge and eluted with 30% ethyl acetate in hexane to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174982B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-81441dc09adb42d7a7c791d2bacfc778 |
| Source note | uspto-grants-2015_11 |