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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632759Generated: October 30, 2026

Sodium Bicarbonate → HCID 131735449, compound

https://huagongshe.com/reaction/632759

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantDimethylamine tetrahydrofuranHCID 22320367—
ReactantHCID 131735448HCID 131735448—
SolventAcetic AcidHCID 176—
SolventTetrahydrofuranHCID 8028—
ProductHCID 131735449HCID 131735449—

Reaction Steps

To a solution of tert-butyl (3-(4-formyl-3,3-dimethyl-2-oxopyrrolidin-1-yl)-1-methyl-1H-pyrazol-4-yl)carbamate (173 mg) obtained in Step D of Example 4, 2M dimethylamine THF solution (0.39 mL) and acetic acid (30 μL) in THF (5.0 mL) was added sodium triacetoxyborohydride (220 mg). The reaction mixture was stirred at room temperature for 16 hr, saturated aqueous sodium hydrogen carbonate solution was added thereto, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane), and then HPLC (C18, mobile phase: water/acetonitrile (containing 0.1% TFA)), and the obtained fraction was concentrated under reduced pressure to give the title compound (112 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321757B2
Source datasetuspto-grants-2016_04
ORD IDord-0e399bc8e4a1421181fa2c82ca6c0f59
Source noteuspto-grants-2016_04