HuagongsheHuagongshe Chemistry Print Report · For research reference only
Npc316347 → 3-(3-Methyl-4-oxo-5h-2-oxa-1,5,7-triaza-cyclopenta[a]naphthalen-5-yl)-cyclohexanecarboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Npc316347 | HCID 3280088 | — |
| Reactant | 3-{[3-(3-Fluoro-pyridin-4-yl)-5-methyl isoxazole-4-carbonyl]-amino}cyclo-hexanecarboxylic acid ethy ester | HCID 69652706 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(3-Methyl-4-oxo-5h-2-oxa-1,5,7-triaza-cyclopenta[a]naphthalen-5-yl)-cyclohexanecarboxylic acid ethyl ester | HCID 69652657 | — |
Reaction Steps
Dissolve 3-{[3-(3-fluoro-pyridin-4-yl)-5-methyl isoxazole-4-carbonyl]-amino}cyclo-hexanecarboxylic acid ethy ester (0.70 g, 1.87 mmol) in N,N-dimethyl-formamide (10 mL0 at ambient temperature under a nitrogen atmosphere. Add a solution of potassuim bis(trimethylsilyl)amide (0.5 M in toluene, 4.11 mL, 2.06 mmol) and stir for 20 min. at ambient temperature. Quench with water and follow by adding solid sodium chloride. Extract with ethyl acetate and wash the combined extracts with water and dry over sodium sulfate. Concentrate and elute over silica gel using methanol/dichloromethane, allowing for the isolation of 656 mg (99%) of the desired product as a light solid. MS(ES): (M+1)+ 356.2, 357.2 m/z.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07037921B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-33ae0a8d42464309bd5cf32c4886cc4f |
| Source note | uspto-grants-2006_05 |