HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 4-[4-(5-tert-Butyl-thiazol-2-ylcarbamoyl)-2-nitro-phenylsulfanyl]-phenyl-carbamic acid 9H-fluoren-9-ylmethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 9-Fluorenylmethyl chloroformate | HCID 34367 | — |
| Reactant | 4-(4-Amino-phenylsulfanyl)-N-(5-tert-butyl-thiazol-2-yl)-3-nitro-benzamide | HCID 86615552 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-[4-(5-tert-Butyl-thiazol-2-ylcarbamoyl)-2-nitro-phenylsulfanyl]-phenyl-carbamic acid 9H-fluoren-9-ylmethyl ester | HCID 86615553 | 98.5% |
Reaction Steps
A suspension of the product of Example 161B (226 mg, 0.5274 mmol) in anhydrous methylene chloride (5 mL) was treated with 9-fluorenylmethoxycarbonyl chloride (164 mg, 0.6329 mmol) and dry pyridine (0.085 mL, 1.055 mmol), and the resulting yellow solution stirred under a nitrogen atmosphere at ambient temperature for 3 hours. The reaction was diluted with ethyl acetate (100 mL) and washed with water (2×50 mL) and brine (50 mL). The organic was dried over anhydrous sodium sulfate, filtered, and concentrated by rotary evaporation in vacuo to provide the title compound as a yellow solid (338 mg, 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07910595B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-21396c24e9ab44a694fbaff037662b1f |
| Source note | uspto-grants-2011_03 |