HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N-(5-(1H-pyrazol-4-yl)thiazolo[5,4-b]pyridin-2-yl)-4-cyclopropylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 4-Cyclopropylbenzoic acid | HCID 282064 | — |
| Reactant | 5-(1H-pyrazol-4-yl)thiazolo[5,4-b]pyridin-2-amine | HCID 58015378 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(5-(1H-pyrazol-4-yl)thiazolo[5,4-b]pyridin-2-yl)-4-cyclopropylbenzamide | HCID 44547804 | — |
Reaction Steps
5B (25.0 mg, 1.0 equivalent) and 4-cyclopropylbenzoic acid (1.1 equivalent) were dissolved in DMF, followed by addition of HOBt (1.0 equivalent), EDC (1.0 equivalent), Et3N (2.0 equivalents). The mixture was stirred for 12 h at room temperature. The crude mixture was filtered and purified by LCMS to give the titled compound 5 as a white solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 0.77-0.87 (m, 2H) 1.04-1.13 (m, 2H) 2.01-2.10 (m, 1H) 7.28 (d, J=8.34 Hz, 2H) 7.68 (t, J=7.58 Hz, 1H) 7.82-7.91 (m, 3H) 7.99 (d, J=8.34 Hz, 2H) 8.47 (s, 1H) 9.03 (s, 1H); ESI-MS: m/z 362.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178555B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-50bdde30342645e6a501c9c5b0b460da |
| Source note | uspto-grants-2012_05 |