HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Ethyl 5-[({[3-(6-fluoro-quinolin-2-yl)-3-azabicyclo[3.1.0]hex-6-yl]carbamoyl}oxy)-methyl]isoxazole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-6-fluoroquinoline | HCID 15059433 | — |
| Reactant | HCID 67606011 | HCID 67606011 | — |
| Solvent | Trifluoroacetate | HCID 84468 | — |
| Product | Ethyl 5-[({[3-(6-fluoro-quinolin-2-yl)-3-azabicyclo[3.1.0]hex-6-yl]carbamoyl}oxy)-methyl]isoxazole-3-carboxylate | HCID 67607896 | 36.5% |
Reaction Steps
Starting from 1.55 g (3.79 mmol) of ethyl 5-{[(3-azabicyclo[3.1.0]hex-6-ylcarbamoyl)oxy]methyl}isoxazole-3-carboxylate in trifluoroacetate form, 1.98 ml (11.37 mmol) of N,N-diisopropylethylamine, and 0.68 g (3.79 mmol) of 2-chloro-6-fluoro-quinoline, and eluting with a 99/1 to 98/2 mixture of dichloromethane and methanol, 0.61 g (36%) of product is obtained in the form of an orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08865738B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-5f232473248745e89c9189f1f932d7f6 |
| Source note | uspto-grants-2014_10 |