HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → tert-butyl {2-[3-{[(5-chloro-1H-indol-2-yl)carbonyl]amino}-2-oxo-3,4-dihydroquinolin-1 (2H)-yl]ethyl}carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 5-chloro-N-[1-(cyanomethyl)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-1H-indole-2-carboxamide | HCID 10045242 | — |
| Reactant | Tert-butyldicarbonate | HCID 22064466 | — |
| Catalyst | Dichlorocobalt hexahydrate | HCID 517166 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-butyl {2-[3-{[(5-chloro-1H-indol-2-yl)carbonyl]amino}-2-oxo-3,4-dihydroquinolin-1 (2H)-yl]ethyl}carbamate | HCID 58788457 | 94.2% |
Reaction Steps
Prepared using an identical procedure as for Example 44 with sodium borohydride (1298 mg, 34.3 mmol), cobalt chloride hexahydrate (1632 mg, 6.86 mmol), tert-butyldicarbonate (1497 mg, 6.86 mmol) and 5-chloro-N-[1-(cyanomethyl)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-1H-indole-2-carboxamide (Method 11, 1299 mg, 3.43 mmol) in MeOH (15 mL) and THF (10 mL). The reaction was stirred at ambient temperature for 1.5 h to give the title compound (1560 mg, 94%) as a pale tan solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07169927B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-ba88095173a1449588d7ee0d936af374 |
| Source note | uspto-grants-2007_01 |