HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 54689839, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 54689836 | HCID 54689836 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54689839 | HCID 54689839 | — |
Reaction Steps
To a solution of 7-[4-(5-cyano-4-hydroxy-6-oxo-6,7-dihydro-thieno[2,3-b]pyridin-3-yl)-phenyl]-hept-6-ynoic acid (24 mg, 0.06 mmol) in 0.5 mL DMF was added HOBT (trace) followed by TBTU (23 mg, 0.07 mmol). The pH of the reaction mixture was adjusted to pH>6 using Et3N, then stirred at rt overnight. Solvent was removed in vacuo, the resulting slurry was redissolved in MeOH and purified using reverse phase HPLC to afford the titled compound. MS (ESI) m/e 448 (M+H)+; 1H NMR (400 MHz, DMSO-d6): δ 1.00 (t, J=8.1 Hz, 3H), 1.10 (t, J=8.1 Hz, 3H), 1.58–1.68 (m, 4H), 2.33 (t, J=6.90 Hz, 2H), 2.45 (t, J=6.90 Hz, 2H), 3.23–3.33 (m, 4H), 6.65 (s, 1H), 7.26 (d, J=8.59 Hz, 2H), 7.42 (d, J=8.59 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119205B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-40940afcd83d4b878ef21a203625d751 |
| Source note | uspto-grants-2006_10 |