HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 71599636, compound → HCID 71599112, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 71599636 | HCID 71599636 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | HCID 71599112 | HCID 71599112 | 93% |
Reaction Steps
A solution of 3,4-bis(benzyloxy)-N2,N2,N5,N5-tetraethyl-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxamide UL1-046 (50 mg, 0.086 mmol) in methanol/DCM (4 mL/4 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 N2,N2,N5,N5-tetraethyl-3,4-dihydroxy-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxamide (UL1-003) (32 mg, 93%) as a light yellow solid: m/z 404 (M+H)+ (ES+); 402 (M−H)− (ES−). 1H NMR (400 MHz, DMSO-d6) δ 8.26 (s, 2H), 6.96-6.88 (m, 2H), 6.87-6.81 (m, 2H), 3.72 (s, 3H), 3.27 (q, J=7.1 Hz, 8H), 0.96 (t, J=7.0 Hz, 12H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221756B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-f24349ee15674bb1a34a8f0ac6e2840a |
| Source note | uspto-grants-2015_12 |