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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485654Generated: October 31, 2026

Methyl 4-aminobenzoate → HCID 89456982, compound

https://huagongshe.com/reaction/1485654

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-aminobenzoateHCID 12082—
Reactant4,6-Dichloro-2-(methylthio)pyrimidineHCID 80531—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89456982HCID 89456982—

Reaction Steps

NaHMDS (65.7 mL, 1M in THF) was added into the solution of 4,6-dichloro-2-(methylthio)pyrimidine (6.4 g) and methyl 4-aminobenzoate (5 g) in THF (200 mL). The reaction was stirred at room temperature for 16 hours, before being quenched by water. The aqueous layer was extracted with EtOAc (3×200 mL). The combined organic phase was dried over MgSO4 and concentrated under vacuum to give the crude product, methyl 6-(6-chloro-2-(methylthio)pyrimidin-4-ylamino)nicotinate, which was used in the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422311B2
Source datasetuspto-grants-2016_08
ORD IDord-b2b69c265312427ea12be282e19f7c0b
Source noteuspto-grants-2016_08