HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 117642571, compound → HCID 89625043, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 117642571 | HCID 117642571 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 89625043 | HCID 89625043 | 68.3% |
Reaction Steps
A solution of 3,4-bis(benzyloxy)-5-(dimethylphosphoryl)-1-(4-methoxyphenyl)-N,N-dimethyl-1H-pyrrole-2-carboxamide (66) (29 mg, 0.054 mmol) in MeOH (5 mL) was passed through a Thales ‘H-cube’ cartridge (10% Pd/C) at a flow rate of 1 mL/min at 25° C. under H2 (full H2 mode). The output was concentrated in vacuo to afford 5-(dimethylphosphoryl)-3,4-dihydroxy-1-(4-methoxyphenyl)-N,N-dimethyl-1H-pyrrole-2-carboxamide (UL1-125) (13 mg, 67%) as a pale yellow solid: m/z 353 (M+H)+ (ES+), 351 (M−H)− (ES−). 1H NMR (400 MHz, DMSO-d6) δ: 9.35 (s, 1H), 8.55 (s, 1H), 7.23-7.14 (m, 2H), 6.96-6.88 (m, 2H), 3.77 (s, 3H), 2.86 (br s, 6H), 1.33 (s, 3H), 1.30 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221756B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-4575243337b346d68ef8e3d7220e9f00 |
| Source note | uspto-grants-2015_12 |