HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 89610494, compound → HCID 71599455, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 89610494 | HCID 89610494 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 71599455 | HCID 71599455 | 21.5% |
Reaction Steps
4-Bis(benzyloxy)-5-cyano-1-(4-methoxyphenyl)-N,N-dimethyl-1H-pyrrole-2-carboxamide (12) (85 mg, 0.17 mmol) in methanol (2 mL) was passed through a Thales ‘H-cube’ cartridge (10% Pd/C) at a flow rate of 1.5 mL/min at 25° C. under H2 (full H2 mode). The output was concentrated in vacuo to afford 5-cyano-3,4-dihydroxy-1-(4-methoxyphenyl)-N,N-dimethyl-1H-pyrrole-2-carboxamide (UL1-031) (11 mg, 21%) as a yellow solid: m/z 302 (M+H)+ (ES+); 300 (M−H)− (ES−). 1H NMR (400 MHz, DMSO-d6) δ: 9.80 (s, 1H), 8.80 (s, 1H), 7.21-7.11 (m, 2H), 7.03-6.93 (m, 2H), 3.79 (s, 3H), 2.88 (br s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221756B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-2833eeac6e464512b036077f7bed6b5c |
| Source note | uspto-grants-2015_12 |