HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → ((S)-2-{7-[(3-Ethylureido)-methyl]-furo[2,3-g]indazol-1-yl}-1-methylethyl)-carbamic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | Ethyl isocyanate | HCID 8022 | — |
| Reactant | [(S)-2-(7-Aminomethyl-furo[2,3-g]indazol-1-yl)-1-methylethyl]-carbamic acid benzyl ester | HCID 68858114 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | ((S)-2-{7-[(3-Ethylureido)-methyl]-furo[2,3-g]indazol-1-yl}-1-methylethyl)-carbamic acid benzyl ester | HCID 68856399 | 81.3% |
Reaction Steps
To a solution of the product from Example 17, Step B (0.20 g, 0.53 mmol) in THF (4 mL) was added polymer supported di-isopropylamine (1.5 eq, 0.79 mmol, 0.22 g) and ethyl isocyanate (0.042 mL, 0.52 mmol); this mixture was stirred at room temperature for three hours followed by the addition of methanol (5 mL). Dichloromethane (15 mL) was added and the mixture was filtered, evaporation of the filtrate gave a solid (0.19 g) which was purified by chromatography (silica gel, hexane/ethyl acetate gradient) to give a white solid (0.14 g, 59%): LC/MS m/z 450 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07476687B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-0c728be099814df8905f697f1bd9f192 |
| Source note | uspto-grants-2009_01 |