HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Amino-3-fluorobenzoic acid → HCID 57917595, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Amino-3-fluorobenzoic acid | HCID 9971 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Propylphosphonic anhydride | HCID 111923 | — |
| Reactant | HCID 57917691 | HCID 57917691 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57917595 | HCID 57917595 | 60.4% |
Reaction Steps
A mixture of N-tert-butyl-3-(2-methyl-1-(piperazin-1-yl)propyl)benzamide (13.6 mg, 0.043 mmol), 4-amino-3-fluorobenzoic acid (10 mg, 0.065 mmol), N-ethyl-N-isopropylpropan-2-amine (11 mg, 0.086 mmol) and 1-propanephosphonic acid cyclic anhydride (55 mg, 0.086 mmol, 50% solution in ethyl acetate) in dichloromethane (2.0 mL) was stirred at room temperature for 2 hours. The mixture was treated with strong cation exchange column chromatography and purified with silica column chromatography (eluting with 33% ethyl acetate in heptane then 66% ethyl acetate in heptane) to afford the title compound (11.8 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08314091B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-5b3b190f3e764bcda93f12b20c6bd886 |
| Source note | uspto-grants-2012_11 |