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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201264Generated: October 28, 2026

Dimethyl malonate → dimethyl 2-((4-chlorothiazol-2-yl)(5-(3-fluorophenyl)-1,3-dimethyl-2,4-dioxo-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-7-yl)methyl)malonate

https://huagongshe.com/reaction/2201264

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl malonateHCID 7943—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
Reactant7-((4-Chlorothiazol-2-yl)(hydroxy)methyl)-5-(3-fluorophenyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dioneHCID 86723495—
SolventTetrahydrofuranHCID 8028—
Productdimethyl 2-((4-chlorothiazol-2-yl)(5-(3-fluorophenyl)-1,3-dimethyl-2,4-dioxo-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-7-yl)methyl)malonateHCID 86723505—

Reaction Steps

NaHMDS solution (1M in THF, 7.13 mL, 7.13 mmol) was added slowly to a mixture of 7-((4-chlorothiazol-2-yl) (hydroxy)methyl)-5-(3-fluorophenyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (Example 27, step 1) (1 g, 2.376 mmol), dimethyl malonate (0.819 mL, 7.13 mmol) and boron trifluoride THF complex (0.236 mL, 2.139 mmol) in THF (30 mL).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359381B2
Source datasetuspto-grants-2016_06
ORD IDord-d61e9b43ea894300aad16e29509d784f
Source noteuspto-grants-2016_06