HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-[5-(3,4-Dichlorophenyl)pentyl]phenylamine → 2-{4-[5-(3,4-Dichlorophenyl)-pentyl]phenylamino}4-methoxy-5-nitrobenzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-[5-(3,4-Dichlorophenyl)pentyl]phenylamine | HCID 22269775 | — |
| Reactant | Methyl 2-fluoro-4-methoxy-5-nitrobenzoate | HCID 23404649 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-{4-[5-(3,4-Dichlorophenyl)-pentyl]phenylamino}4-methoxy-5-nitrobenzoic acid methyl ester | HCID 54057115 | 37.3% |
Reaction Steps
The title compound was prepared from 4-[5-(3,4-dichlorophenyl)pentyl]phenylamine (231 mg, 0.75 mmol), LHDMS (6.28 mL, 1 M in THF, 6.28 mmol) and 2-fluoro-4-methoxy-5-nitrobenzoic acid methyl ester (172 g, 0.75 mmol) in THF (5 mL) using the procedure described in Example 13. Purification by flash chromatography (silica gel, 10% EtOAc/hexane) yielded 145 mg (0.28 mmol, 37%) of the desired product
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06972287B1 |
| Source dataset | uspto-grants-2005_12 |
| ORD ID | ord-173e5b01c236409f818c9d6d5c41dafa |
| Source note | uspto-grants-2005_12 |