HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873956Generated: November 3, 2026
Potassium Sodium Tartrate → (6-(Benzyloxy)-1-(tetrahydro-2H-pyran-2-yl)indazol-3-yl)methanol
https://huagongshe.com/reaction/1873956
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Sodium Tartrate | HCID 9357 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Ethyl 6-benzyloxy-1-(tetrahydro-2H-pyran-2-yl)indazole-3-carboxylate | HCID 59370773 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | (6-(Benzyloxy)-1-(tetrahydro-2H-pyran-2-yl)indazol-3-yl)methanol | HCID 59370714 | 95.7% |
Reaction Steps
Ethyl6-benzyloxy-1-(tetrahydro-2H-pyran-2-yl)-indazole-3-carboxylate (182 mg) which can be prepared according to the method described in Reference example 21, etc. was dissolved in dehydrated THF (4.78 mL; manufactured by Kanto Chemical Co., Inc.). After the replacement with nitrogen, LiAlH4 (54 mg) was added at 0° C., and the mixture was stirred for 1 hour while warming to room temperature. After cooling to 0° C., THF/water=1/1(5 mL), rochelle salt (manufactured by Kanto Chemical Co., Inc.), and saturated aqueous solution of sodium hydrogen carbonate were added, and extraction was carried out twice with ethyl acetate. The organic layer was washed twice with water and once with brine and dried over anhydrous sodium sulfate. After the solvent was evaporated under reduced pressure, hexane was added to the residue and the solvent was evaporated under reduced pressure to give the title compound (155 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08304443B2 |
|---|
| Source dataset | uspto-grants-2012_11 |
|---|
| ORD ID | ord-ec83bf7d67c346829a1e12a215131f79 |
|---|
| Source note | uspto-grants-2012_11 |
|---|