HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 22110953, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | HCID 70245189 | HCID 70245189 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 22110953 | HCID 22110953 | 108.3% |
Reaction Steps
Phosphorus oxychloride (239 mg, 0.15 mL, 1.56 mmol) was added to a solution of the title D compound of Example 6, 3-(2-aminocarbonyl-1-pyrrolidinyl)carbonyl-3,4-dihydro-6,7-dimethoxy-2(1H)-isoquinolinecarboxylic acid 2-(1,1-dimethylethyl) ester (259 mg, 0.6 mmol; diastereomer B) and imidazole (53 mg, 0.78 mmol) in pyridine (6 mL) at −45° C. The reaction was stirred for 1.75 hours, then allowed to stand at 8° C. overnight, after which the mixture was concentrated under vacuum. The residue was purified by flash chromatography on silica gel using 2% methanol in methylene chloride as eluent to give 205 mg of the title compound as a yellowish white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06172081B2 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-acd566a2f6834ca79c57a9d8f4ca3d08 |
| Source note | uspto-grants-2001_01 |