HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formaldehyde → HCID 54698207, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Methyl beta-alanate | HCID 192794 | — |
| Reactant | N-[(3,4-dichlorophenyl)methyl]-4-hydroxy-N,1-dimethyl-5-oxo-2H-pyrrole-3-carboxamide | HCID 54697551 | — |
| Reactant | HCID 69655739 | HCID 69655739 | — |
| Product | HCID 54698207 | HCID 54698207 | 17% |
Reaction Steps
3-[(3,4-Dichloro-benzyl-methyl-carbamoyl]-2-hydroxy-acrylic acid methyl ester (Compound 12-B) was treated with paraformaldehyde and β-alanine methyl ester as described in the preparation of Compound 12. The resulting residue was purified by chromatography (YMC Combiprep ODS-A, 30 mm×50 mm, MeOH/H2O/0.1% TFA) to yield the title compound as an amber oil (34.3 mg, 17% yield). 1H NMR (300 MHz, CDCl3) δ: 7.41 (m, 2H), 7.09 (m, 1H), 4.59 (s, 2H), 4.27 (s, 2H), 3.77 (m, 2H), 3.67 (s, 3H), 3.03 (s, 3H), 2.69 (t, 2H, J=6.22). HRMS (M+H) calcd for C17H19N2Cl2O5: 401.0671. found: 401.0669.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07109186B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-7665fd228e584d7e9f3088ef44e4da8c |
| Source note | uspto-grants-2006_09 |