HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418601Generated: October 30, 2026
1,2-Dichloroethane → HCID 58790352, compound
https://huagongshe.com/reaction/418601
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-Oxo-3-[(pyridin-3-yl)amino]propanoic acid | HCID 21939471 | — |
| Reactant | 3-Fluoro-4-(2-(1-methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)benzenamine | HCID 59424480 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58790352 | HCID 58790352 | — |
Reaction Steps
To a solution of the acid 39 (58 mg, 0.32 mmol) and HOBt (47 mg, 0.35 mmol) in DMF (5 mL), was added amine 9 (108 mg, 0.32 mmol). After stirring for 5 min, EDC (75 mg, 0.39 mmol) was added and the reaction mixture was stirred overnight at room temperature then poured into dilute NaHCO3 solution and extracted with EtOAc. The extract was dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by preparative HPLC (Aquasil C-18, gradient: MeOH in water 60% to 95%) to afford the title compound 40 as a white solid. (20 mg, 12%) 1H NMR (DMSO-d6) δ (ppm): 10.65 (s, 1H), 10.50 (s, 1H), 8.73 (d, 1H), 8.50 (d, 1H), 8.26 (dd, 1H), 8.05 (m, 1H), 7.88 (s, 1H), 7.87 (dd, 1H), 7.48 (t, 1H), 7.41 (m, 2H), 7.35 (m, 1H), 6.69 (d, 1H), 3.99 (s, 3H), 3.56 (s, 2H). MS (m/z): 503.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08093264B2 |
|---|
| Source dataset | uspto-grants-2012_01 |
|---|
| ORD ID | ord-0dac295021f1406a86dc7b7032b7903d |
|---|
| Source note | uspto-grants-2012_01 |
|---|