HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenyl phosphite → HCID 66787018, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenyl phosphite | HCID 7540 | — |
| Reactant | 2,3-Diaminotoluene | HCID 17593 | — |
| Reactant | 1-(1,1-Dimethylethyl) (3R)-1,3-piperidinedicarboxylate | HCID 643516 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 66787018 | HCID 66787018 | 21% |
Reaction Steps
Into a microwave vial was added 3-methylbenzene-1,2-diamine (150 mg, 1.23 mmol) and (R)-1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid (281 mg, 1.23 mmol). The mixture was dissolved with pyridine (6.2 mL). Triphenylphosphite (469 mg, 1.51 mmol) was added and the vial was capped. The reaction was microwaved at 220° C. for 10 minutes. Solvent was removed under vacuum and the residue was purified by preparatory LC/MS (20-30% CH3CN in H2O) to give (R)-tert-butyl 3-(4-methyl-1H-benzo[d]imidazol-2-yl)piperidine-1-carb oxylate (39A) (80 mg, 21% yield). ESI-MS:m/z 316.4 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08138168B1 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-687fc4b93d794911911a74b0d9c38c08 |
| Source note | uspto-grants-2012_03 |