HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Isocyanato-1,3-dioxaindane → HCID 66640745, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Isocyanato-1,3-dioxaindane | HCID 5223213 | — |
| Reactant | Tert-butyl 2-amino-3-{5-ethyl-6-[4-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-piperidin-1-yl]-pyrimidin-4-ylamino}-propionate | HCID 66641143 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66640745 | HCID 66640745 | 45% |
Reaction Steps
34 mg (0.207 mmoles) of 5-isocyanato-benzo[1,3]dioxole in solution in 3 ml of tetrahydrofuran is added to 120 mg (0.207 mmoles) of tert-butyl 2-amino-3-{5-ethyl-6-[4-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-piperidin-1-yl]-pyrimidin-4-ylamino}-propionate in solution in 5 ml of tetrahydrofuran. The reaction mixture is stirred at ambient temperature for 3 hours and 30 minutes. Then, the solvent is evaporated off under reduced pressure (2 kPa) and the residue is chromatographed on silica gel with the following eluent: 100% ethyl acetate, ethyl acetate-dichloromethane/methanol (95/5) 50-50, ethyl acetate-dichloromethane/methanol (90-10) 50-50 and finishing with ethyl acetate/methanol (95-5). 60 mg of expected product is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765766B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-06e8d49462374427b11514c0d73c5502 |
| Source note | uspto-grants-2014_07 |