HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 4-[5-(2-Diethylamino-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(Diethylamino)-6-methylisonicotinic acid | HCID 58418055 | — |
| Reactant | HCID 178468924 | HCID 178468924 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[5-(2-Diethylamino-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-benzoic acid | HCID 68578514 | — |
Reaction Steps
The title compound is prepared in analogy to Example 8 starting from 4-(N-hydroxycarbamimidoyl)-benzoic acid ethyl ester and 2-diethylamino-6-methyl-isonicotinic acid except that in the final step, the ethyl ester is cleaved under basic conditions (3 N aq. NaOH in THF); LC-MS: tR=0.77 min; [M+1]+=353.09; 1H NMR (D6-DMSO): δ 1.16 (t, J=6.8 Hz, 6H), 2.43 (s, 3H), 3.58 (q, J=6.5 Hz, 4H), 7.00 (s, 1H), 7.07 (s, 1H), 8.00 (d, J=8.0 Hz, 2H), 8.04 (d, J=8.0 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592460B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-dc33851f83ee4cf5863ab3bc167f7599 |
| Source note | uspto-grants-2013_11 |