HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(chloromethyl)-1-ethyl-1H-1,2,4-triazole hydrochloride → 5-(2-Ethyl-2H-[1,2,4]triazol-3-ylmethoxy)-3-phenyl-3H-pyrazolo[3,4-c]isoquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(chloromethyl)-1-ethyl-1H-1,2,4-triazole hydrochloride | HCID 23003192 | — |
| Reactant | 3,4-dihydro-3-phenyl-5H-pyrazolo[3,4-c]isoquinolin-5-one | HCID 135409728 | — |
| Product | 5-(2-Ethyl-2H-[1,2,4]triazol-3-ylmethoxy)-3-phenyl-3H-pyrazolo[3,4-c]isoquinoline | HCID 10177176 | 76.5% |
Reaction Steps
Prepared as for Example 1, step c), using 3-chloromethyl-2 -ethyl-2H-[1,2,4]triazole hydrochloride (0.10 g, 0.55 mmol) and 3,4-dihydro-3-phenyl-5H-pyrazolo[3,4-c]isoquinolin-5-one (0.095 g, 0.36 mmol) to give the title compound (0.102 g, 76%) as an off-white powder, m.p. 147-148° C. Found: C, 66.49; H, 4.83; N, 22.16. C21H18N6O.0.5(H2O) requires C, 66.48; H, 5.05; N, 22.15%. δH (400 MHz; CDCl3) 1.47 (3H, t, J=7), 4.30 (2H, q, J=7), 5.82 (2H, s), 7.36 (1H, dd, J=8 and 7), 7.51-7.58 (3H, m), 7.83 (1H, dd, J=8 and 7), 7.96 (1H, s), 8.16 (1H, d, J=8), 8.22 (2H, d, J=8), 8.30 (1H, d, J=8), 8.42 (1H, s); m/z (ES+) 371 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06541484B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-adb8f77b785f4211b1911ffcf15d1234 |
| Source note | uspto-grants-2003_04 |