HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 68409078, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methyl 4-aminobenzoate | HCID 12082 | — |
| Reactant | Methyl chloroglyoxylate | HCID 79846 | — |
| Product | HCID 68409078 | HCID 68409078 | — |
Reaction Steps
To a solution of methyl 4-aminobenzoate (500 mg, 3.31 mmol) in anydrous pyridine (10 mL) was added dropwise methyl chlorooxoacetate (370 μL, 3.97 mmol) at 0° C. After 5 min the temperature was allowed to warm up to rt. After 90 min, aminomethyl resin (Polymers Laboratories PL-AMS, 1.96 mmol/g, 720 mg) was added and the resulting mixture was stirred overnight at rt. After filtration and rinsing the resin, water (50 mL) was added into the filtrate and a white solid precipated out. Filtration and washing with water gave a solid which was dried under vacuo at 70° C. for 5 hrs. The title compound (554 mg) was obtained as a white solid (71%) in 99.6% purity by HPLC (MaxPlot detection between 230 and 400 nm).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07696231B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-42040d4417b946f2b19f7bc689ac981f |
| Source note | uspto-grants-2010_04 |