HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 89610400, compound → HCID 71599539, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 89610400 | HCID 89610400 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 71599539 | HCID 71599539 | — |
Reaction Steps
A solution of isopropyl 3,4-bis(benzyloxy)-5-(dimethylcarbamoyl)-1-(4-methoxyphenyl)-1H-pyrrole-2-carboxylate (8) (130 mg, 0.240 mmol) in methanol (5 mL) was passed through a Thales ‘H-cube’ cartridge (10% Pd/C) at a flow rate of 1 mL/min at 30° C. under H2 (full H2 mode). The output was concentrated in vacuo to afford isopropyl 5-(dimethylcarbamoyl)-3,4-dihydroxy-1-(4-methoxyphenyl)-1H-pyrrole-2-carboxylate (UL1-035) (69 mg, 79%) as a white solid: m/z 363 (M+H)+ (ES+); 361 (M−H)− (ES−). 1H NMR (400 MHz, DMSO-d6) δ: 8.60 (s, 1H), 8.42 (s, 1H), 7.10-6.99 (m, 2H), 6.91-6.82 (m, 2H), 4.83 (sept., J=6.2 Hz, 1H), 3.77 (s, 3H), 2.83 (br s, 6H), 0.96 (d, J=6.2 Hz, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221756B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-62d2ccc8255a4593b2181459d72bc050 |
| Source note | uspto-grants-2015_12 |