HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 71599802, compound → HCID 71599368, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 71599802 | HCID 71599802 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 71599368 | HCID 71599368 | 86.4% |
Reaction Steps
A solution of 3,4-bis(benzyloxy)-N2-ethyl-1-(4-methoxyphenyl)-N5,N5-dimethyl-1H-pyrrole-2,5-dicarboxamide (UL1-055) (118 mg, 0.22 mmol) in methanol (4.5 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 N2-ethyl-3,4-dihydroxy-1-(4-methoxyphenyl)-N5,N5-dimethyl-1H-pyrrole-2,5-dicarboxamide (UL1-024) (66 mg, 82%) as a brown solid: m/z 348 (M+H)+ (ES+); 346 (M−H)− (ES−). 1H NMR (400 MHz, DMSO-d6) δ: 9.44 (s, 1H), 8.42 (s, 1H), 7.10-7.03 (m, 1H), 7.02-6.97 (m, 2H), 6.86-6.77 (m, 2H), 3.75 (s, 3H), 3.14-3.06 (m, 2H), 2.81 (br s, 6H), 0.97 (t, J=7.2 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221756B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-7f3f791192004e82b925445849a8c0c1 |
| Source note | uspto-grants-2015_12 |