HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1-Dichloroethane → HCID 58550854, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1-Dichloroethane | HCID 6365 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | tert-Butyl 4-oxopiperidine-1-carboxylate | HCID 735900 | — |
| Reactant | HCID 10583088 | HCID 10583088 | — |
| Product | HCID 58550854 | HCID 58550854 | 93% |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
A mixture of 2-pyrrol-1-ylpyridin-3-ol (1.00 g, 6.24 mmol), tert-butyl 4-oxopiperidine-1-carboxylate (1.24 g, 6.24 mmol), 4-methylbenzenesulfonic acid hydrate (119 mg, 0.625 mmol), molecular sieves (442 mg) and dichloroethane (8.9 mL) was heated at 130° C. for 162 hours. The reaction was filtered and washed with dichloroethane. The solid was dissolved in MeOH and filtered through a plug of Celite. The solvent was evaporated under reduced pressure to yield spiro[piperidine-4,6′-pyrido[3,2-b]pyrrolo[1,2-d][1,4]oxazine] (1.4 g, 38%). ESI-MS m/z calc. 241.1, found 242.5 (M+1)+; Retention time: 1.10 minutes (4 min run).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365588B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-3f07cab377bd413cafe0a07a9ce443db |
| Source note | uspto-grants-2016_06 |