HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butyl octahydropyrrolo(3,4-c)pyrrole-2-carboxylate → tert-Butyl 5-[3-(2-aminopyrid-4-yl)-2-(4-chlorophenyl)imidazo[1,2-b]pyridazin-6-yl]hexahydropyrrolo[3,4-c]pyrrole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butyl octahydropyrrolo(3,4-c)pyrrole-2-carboxylate | HCID 4142526 | — |
| Reactant | 4-[6-Chloro-2-(4-chlorophenyl)imidazo[1,2-b]pyridazin-3-yl]pyrid-2-ylamine | HCID 59406950 | — |
| Solvent | 1-Pentanol | HCID 6276 | — |
| Product | tert-Butyl 5-[3-(2-aminopyrid-4-yl)-2-(4-chlorophenyl)imidazo[1,2-b]pyridazin-6-yl]hexahydropyrrolo[3,4-c]pyrrole-2-carboxylate | HCID 59406953 | 71.6% |
Reaction Conditions
| Temperature | 135 °C |
|---|
Reaction Steps
A mixture of 0.15 g (0.42 mmol) of 4-[6-chloro-2-(4-chlorophenyl)imidazo[1,2-b]pyridazin-3-yl]pyrid-2-ylamine and 0.36 g (1.7 mmol) of tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2-carboxylate in 7 mL of pentanol is stirred at 135° C. for 20 hours. The solvent is then evaporated off under reduced pressure and the oily residue is chromatographed on a column of silica gel, eluting with a stepwise gradient of methanol and aqueous ammonia in dichloromethane (0:0:100 to 2:1:98). 0.16 g of product is isolated after trituration in diisopropyl ether, filtering off and drying under reduced pressure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846676B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-2a30010c88fe4cd29478672b484c4d43 |
| Source note | uspto-grants-2014_09 |