Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1785319Generated: October 30, 2026

Methanol → HCID 10023469, compound

https://huagongshe.com/reaction/1785319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriethylamineHCID 8471—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 57593727HCID 57593727—
SolventTetrahydrofuranHCID 8028—
ProductHCID 10023469HCID 10023469—

Reaction Steps

To a mixture of 3-[[5-bromo-4-(prop-2-ynyloxy)pyrimidin-2-yl]amino]-5-[(2-hydroxyethyl)amino]benzoic acid and triethylamine (57 μl) in tetrahydrofuran (4 ml) was added ethyl chloroformiate (37 μl) at −10° C. After stirring for 15 minutes at 0° C. sodium borohydride (44 mg) and methanol (3.6 ml) were added and stirring continued over night at room temperature. After dilution with water the reaction mixture was extracted with ethyl acetate and the organic layer subsequently washed with saturated NaHCO3-solution and brine After drying (Na2SO4) and evaporation the residue was subjected to chromatography on-silica gel (hexanes/ethyl acetate) to yield the title compound (59 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504410B2
Source datasetuspto-grants-2009_03
ORD IDord-f49c32b0920a4499b5b919e358e164f0
Source noteuspto-grants-2009_03