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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1013840Generated: October 31, 2026

Acetic Acid → HCID 178516678, compound

https://huagongshe.com/reaction/1013840

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 86629986HCID 86629986—
ReactantHCID 178507369HCID 178507369—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductHCID 178516678HCID 17851667846.1%

Reaction Steps

Combine a solution of (R)-4-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-3-(6-chloro-2,3-difluoro-4-trifluoromethyl-benzyl)-4-oxo-butyraldehyde (Preparation 46) (0.30 g, 0.6 mmol) and 4,5,6,7-Tetrahydro-2H-indazol-5-ylamine (Preparation 40) (88 mg, 0.64 mmol) in CH2Cl2 (15 mL) and MeOH (1 mL) and treat the solution with HOAc (0.03 mL, 0.6 mmol). Stir the reaction for 30 min at room temperature, treat the reaction with sodium triacetoxyborohydride (0.39 g, 1.8 mmol), and stir overnight at room temperature. Quench the reaction with water and extract with EtOAc. Wash the organic with brine, dry over MgSO4, filter, and remove the solvent. Purify the crude by SCX resin exchange column using 2M ammonia in MeOH to elute the pure product. Remove the solvent to afford 0.12 g (46%) of the title compound. MS (m/e): 434 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07981918B2
Source datasetuspto-grants-2011_07
ORD IDord-43278a0470934bc2b544a0fa7aa4551a
Source noteuspto-grants-2011_07