HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 69402396, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl bromopyruvate | HCID 66144 | — |
| Reactant | HCID 22175953 | HCID 22175953 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 69402396 | HCID 69402396 | 70.3% |
Reaction Steps
A solution of 9H-fluoren-9-ylmethyl[6-(aminocarbothioyl)-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-3-isoquinolinyl]methylcarbamate (Example 194(2)) (2.35 g, 4 mmol) and ethyl bromopyruvate (1.56 g, 8 mmol) in ethanol (20 ml) was refluxed under heating for 1 h. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give ethyl 2-[3-[[[(9H-fluoren-9-ylmethoxy)carbony]amino]methyl]-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl]-1,3-thiazole-4-carboxylate (1.92 g, 70.3%) as crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07034039B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-224347c573eb4c4e923ae6bb2c6c90fe |
| Source note | uspto-grants-2006_04 |