HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2,2-Trifluoroethylamine hydrochloride → HCID 46834135, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2,2-Trifluoroethylamine hydrochloride | HCID 9772 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 6-{(E)-2-[3-(Difluoromethoxy)-2-(2,2-dimethylpropoxy)phenyl]vinyl}imidazo[2,1-b][1,3]thiazole-5-carboxylic acid | HCID 68407345 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 46834135 | HCID 46834135 | — |
Reaction Steps
The title compound was prepared according to the general procedure (Method B) by coupling Intermediate 7A (80 mg, 0.189 mmol) with 2,2,2-trifluoroethanamine hydrochloride (28 mg, 0.208 mmol) in the presence of EDCI hydrochloride (72 mg, 0.378 mmol), DMAP (43 mg, 0.378 mmol) in a mixture of THF and DMF (1:1, 4 mL) to give 60 mg of the product as an off-white solid; 1H NMR (300 MHz, DMSO-d6) δ 1.07 (s, 9H), 3.57 (s, 2H), 4.10-4.18 (m, 2H), 7.17 (t, J=74.7 Hz, 1H), 7.20 (d, J=7.5 Hz, 2H), 7.39-7.48 (m, 2H), 7.60-7.66 (m, 1H), 7.84 (d, J=15.6 Hz, 1H), 8.00 (s, 1H), 8.85 (br s, 1H); ESI-MS (m/z) 504.22 (MH)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318928B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-6ffa56e78e944faf9249e033673eed1e |
| Source note | uspto-grants-2012_11 |