HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 71621141, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Hydroxy-5-methoxybenzaldehyde | HCID 95695 | — |
| Reactant | 4-(chloromethyl)-1-methyl-1H-indazole | HCID 86690715 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 71621141 | HCID 71621141 | 81% |
Reaction Steps
A mixture of 2-hydroxy-5-methoxybenzaldehyde (170 mg, 1.12 mmol), 4-(chloromethyl)-1-methyl-1H-indazole (1.12 mmol), and K2CO3 (618 mg, 4.48 mmol) was reflux in CH3CN (20 mL) for 2 h. The mixture was filtered and the solid was washed with DCM. The filtrate was concentrated and purified on silica gel using a mixture of EtOAc and MeOH as eluent to give 5-methoxy-2-((1-methyl-1H-indazol-4-yl)methoxy)benzaldehyde (215 mg, 81% for three steps) as a white solid. 1H NMR (400 MHz; DMSO) δ=10.39 (s, 1H), 8.20 (d, 1H), 7.63 (d, 1H) 7.36-7.64 (m, 2H), 7.23-7.29 (m, 2H), 7.18 (d, 1H), 5.58 (s, 2H), 4.06 (s, 3H), 3.34 (s, 3H). LRMS (M+H+) m/z 297.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018210B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-1149250aa3644a6e963713b7f1ff0bd4 |
| Source note | uspto-grants-2015_04 |