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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2220143Generated: October 25, 2026

Sodium cyanoborohydride → HCID 72557676, compound

https://huagongshe.com/reaction/2220143

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantCgp-74588HCID 9869737—
Reactant2-[(2-Oxo-ethyl)-phenoxy-phosphinoyloxy]-propionic acid ethyl esterHCID 72466009—
Solventacetic acid N,N-dimethylformamideHCID 21926011—
ProductHCID 72557676HCID 7255767626.2%

Reaction Steps

A solution of N-[4-methyl-3-(4-pyridin-3-yl-pyrimidin-2-ylamino)-phenyl]-4-piperazin-1-ylmethyl-benzamide (20 mg, 0.04 mmol) and 2-[(2-oxo-ethyl)-phenoxy-phosphinoyloxy]-propionic acid ethyl ester (60 mg, 0.2 mmol) in 1% Acetic Acid/DMF (1.5 mL) solution was stirred at room temperature for 7 hours followed by an addition of NaCNBH3 (30 mg, 0.24 mmol). The resulting mixture was stirred for additional 30 min when completion of the reaction was observed by LCMS. After evaporation of solvent, the residue was taken up in CH2Cl2 and then extracted with saturated aqueous NaHCO3 The organic extracts were dried in vacuo and the residue was purified by silica gel chromatography using MeOH—CH2Cl2 (7%) to afford 8 mg (26%) of the product. 31P NMR (121.4 MHz, CDCl3) δ 27.2, 28.6; MS (m/z) 764 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07417055B2
Source datasetuspto-grants-2008_08
ORD IDord-d3162d9e9d364b8c88a2b518a42067cb
Source noteuspto-grants-2008_08