HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbonic acid, bis(1,1-dimethylethyl) ester → [1-[6-Chloro-5-[(cyclohexylacetyl)amino]-2-quinolinyl]-3-pyrrolidinyl](2-hydroxyethyl)-carbamic acid 1,1-dimethylethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbonic acid, bis(1,1-dimethylethyl) ester | HCID 10219638 | — |
| Reactant | HCID 59768616 | HCID 59768616 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [1-[6-Chloro-5-[(cyclohexylacetyl)amino]-2-quinolinyl]-3-pyrrolidinyl](2-hydroxyethyl)-carbamic acid 1,1-dimethylethyl ester | HCID 11341570 | 32.5% |
Reaction Steps
To a stirred solution of N-[6-chloro-2-[(3S)-3-[(2-hydroxyethyl)amino]-1-pyrrolidinyl]-5-quinolinyl]-cyclohexaneacetamide (Example 36) (1 g) in dichloromethane (5 mL) and methanol (2 mL) was added di-tert-butyl-carbonate (1 g). The mixture was stirred at room temperature for 18 hours and absorbed onto silica. Purification (SiO2, methanol:dichloromethane 5:95 as eluant) gave the title compound as a solid (400 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07408065B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-82e8889d493c4fb9b810829fb9054a20 |
| Source note | uspto-grants-2008_08 |