HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 25218417, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Hydrazinylpyridine hydrochloride | HCID 22320258 | — |
| Reactant | HCID 67212060 | HCID 67212060 | — |
| Product | HCID 25218417 | HCID 25218417 | 42% |
Reaction Steps
The reaction was performed according to example 1 using 138.4 mg 3-chloro-4-cyclopropylethynyl-benzoic acid tert-butyl ester, 101.9 mg 4-hydrazinopyridine hydrochloride (1.4 equiv.) and 456.2 mg Cs2CO3 (2.8 equiv.) with a reaction time of 4 hours at 110° C. This afforded 73.0 mg (42%) of the title compound. 1H-NMR (DMSO-d6) δ 0.14-0.18 (m, 2H), 0.40-0.45 (m, 2H), 0.91-1.00 (m, 1H), 1.59 (s, 9H), 3.16 (d, 2H, J=6.8 Hz), 7.54 (dd, 1H, J=8.9, 1.3 Hz), 7.81 (dd, 2H, J=4.5, 1.6 Hz), 7.99 (dd, 1H, J=8.9, 0.8 Hz), 8.85 (dd, 2H, J=4.5, 1.6 Hz); HRMS (FAB): Calculated for C21H24N3O2 (M+H+) 350.1869, found 350.1864.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08283476B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-e387850e0b7948ba802c42453f3fd026 |
| Source note | uspto-grants-2012_10 |