HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 66604478, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3-Morpholino-1-propanol | HCID 199576 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | HCID 178497266 | HCID 178497266 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66604478 | HCID 66604478 | 55.2% |
Reaction Steps
Diethyl azodicarboxylate (90 μL, 0.57 mmol) was added to a solution of triphenylphosphine (149 mg, 0.567 mmol), methyl 2-(4-chlorophenyl)-7-hydroxy-5H-pyrido[3,2-b]indole-4-carboxylate (100 mg, 0.283 mmol) and 3-morpholinopropan-1-ol (78 μL, 0.57 mmol) in dry THF (1.4 mL) at RT under nitrogen. After 1 hr, the reaction was quenched with a little water and the product was captured on an SCX cartridge, washed with MeOH and DCM, and then released with 2 N NH3 in MeOH. Radial chromatography (step gradient elution with DCM containing 0 to 1% MeOH) afforded impure methyl 2-(4-chlorophenyl)-7-(3-morpholinopropoxy)-5H-pyrido[3,2-b]indole-4-carboxylate (75 mg) as a yellow solid. MS (ESI) m/z 480.0 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08815840B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-4994884c42c54bf99a6eb41046dc5227 |
| Source note | uspto-grants-2014_08 |