HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2,3,6-Tetrahydropyridine → 1-(1,3-Benzoxazol-5-ylcarbonyl)-1,2,3,6-tetrahydropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2,3,6-Tetrahydropyridine | HCID 12750 | — |
| Reactant | Methanol, 1,1-diethoxy-, 1-acetate | HCID 84166 | — |
| Reactant | 4-Amino-3-hydroxybenzoic acid | HCID 137566 | — |
| Reactant | 1-(1,3-Benzoxazol-6-ylcarbonyl)-1,2,3,6-tetrahydropyridine | HCID 11535940 | — |
| Reactant | 1,3-Benzoxazole-5-carboxylic acid | HCID 19006767 | — |
| Product | 1-(1,3-Benzoxazol-5-ylcarbonyl)-1,2,3,6-tetrahydropyridine | HCID 11651526 | — |
Reaction Steps
4-Amino-3-hydroxybenzoic acid is converted into 1,3-benzoxazol-5-carboxylic acid by treating with diethoxymethyl acetate as described for the preparation of Invention Compound. IX. EMIS m/z=163 (parent), 146 (base), 118, 90, and 63. Coupling of the acid with 1,2,3,6-tetrahydropyridine is performed in the same manner as described for the preparation of isomeric Invention Compound IX. 1H NMR δ 2.1-2.4 (br, 4), 3.4-4.3 (br m, 4), 5.5-5.95 (br m, 2), 7.45 (dd, 1, J=8.17, 1.41 Hz), 7.70 (d, 1, J=0.96 Hz), 7.83 (d, 1, J=8.16 Hz), and 8.18 ppm (s, 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06274600B1 |
| Source dataset | uspto-grants-2001_08 |
| ORD ID | ord-2cc25999e9cb47f8810ca268c31b2778 |
| Source note | uspto-grants-2001_08 |