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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873607Generated: October 31, 2026

Sodium Bicarbonate → Methyl 3-({[6-amino-3,5-dicyano-4-(tetrahydro-2H-pyran-2-yl)pyridin-2-yl]thio}methyl)benzoate

https://huagongshe.com/reaction/1873607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 3-(bromomethyl)benzoateHCID 517981—
ReactantHCID 178510477HCID 178510477—
SolventDimethylformamideHCID 6228—
ProductMethyl 3-({[6-amino-3,5-dicyano-4-(tetrahydro-2H-pyran-2-yl)pyridin-2-yl]thio}methyl)benzoateHCID 24961261—

Reaction Steps

48 mg (0.58 mmol) of sodium bicarbonate are added to a solution of 50 mg (0.19 mmol) of the compound from Example 31A and 48 mg (0.21 mmol) of 3-(bromomethyl)benzoic acid methyl ester in 2 ml of dry DMF, and the mixture is stirred at RT for 20 h. The mixture is then directly purified by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304412B2
Source datasetuspto-grants-2012_11
ORD IDord-0e7a66d0d62b4f90b28cf50cdc06baa0
Source noteuspto-grants-2012_11