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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77936Generated: October 29, 2026

Dimethyl Sulfoxide → HCID 59255486, compound

https://huagongshe.com/reaction/77936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 59255506HCID 59255506—
SolventAcetic AcidHCID 176—
ProductHCID 59255486HCID 5925548656%

Reaction Steps

To a dimethyl sulfoxide (49 mL) solution of 5-fluoro-2-(4-((E)-nitro-vinyl)-benzyloxy)-pyridine (2.9 g, 10.6 mmol) described in Manufacturing Example 56-1-3 and acetic acid (2.9 mL) was added sodium borohydride (642 mg, 17 mmol) at room temperature while cooling appropriately. This mixture was stirred for 1 hour at room temperature. This mixture was partitioned into ethyl acetate and water. The organic layer was separated, washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by NH-silica gel column chromatography (heptane:ethyl acetate=10:1) to obtain the title compound (1.63 g, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-2627754cde074fa0a20322c0122d7c29
Source noteuspto-grants-2014_09