HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Benzenedicarboxylic acid, 5-nitro-, 1-methyl ester → 3-(Dipropylcarbamoyl)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Benzenedicarboxylic acid, 5-nitro-, 1-methyl ester | HCID 74776 | — |
| Reactant | N-Boc-cis-4-hydroxy-D-proline | HCID 688616 | — |
| Reactant | 3-Amino-5-(methoxycarbonyl)benzoic acid | HCID 13557643 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-(Dipropylcarbamoyl)benzoic acid | HCID 182769 | — |
Reaction Steps
Step G (1): 3-amino-5-(methoxycarbonyl)benzoic acid. A suspension of 3-(methoxycarbonyl)-5-nitrobenzoic acid (20.0 g) and palladium on carbon (5 wt %, 4.0 g) in MeOH (600 mL) was shaken in hydrogenator under hydrogen at 50 psi for 3 h. The mixture was filtered and concentrated in vacuo to give the title compound: 1H NMR (CD3OD, 500 MHz) δ ppm 3.90 (3H, s), 7.52 (1H, m), 7.55 (1H, m), 7.92 (1H, m). MS (ESI) (M−H)− 194.08.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745470B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-fb77046d3e37486f81379248e84a3bd8 |
| Source note | uspto-grants-2010_06 |