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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 516171Generated: October 30, 2026

Potassium Carbonate → (2S,4S)-1-tert-butyl 2-methyl 4-(4-amino-5-((3,5-dimethoxyphenyl)ethynyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidine-1,2-dicarboxylate

https://huagongshe.com/reaction/516171

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantSodium hydrideHCID 24758—
ReactantTert-butyl 3-(methanesulfonyloxy)pyrrolidine-1-carboxylateHCID 4139999—
Reactant1-tert-Butyl 2-methyl (2S,4R)-4-((methanesulfonyl)oxy)pyrrolidine-1,2-dicarboxylateHCID 14772682—
Reactant5-((3,5-dimethoxyphenyl)ethynyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amineHCID 89870860—
ReactantHCID 178489940HCID 178489940—
SolventDimethylformamideHCID 6228—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product(2S,4S)-1-tert-butyl 2-methyl 4-(4-amino-5-((3,5-dimethoxyphenyl)ethynyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidine-1,2-dicarboxylateHCID 89871046—

Reaction Steps

In accordance with Example 1 (Step 3), except that the 5-((3,5-dimethoxyphenyl)ethynyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine obtained in Step 4, the (2S,4R)-4-(methylsulfonyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butylester-2-methylester obtained in Step 5, sodium hydride, and NMP were individually used in place of 3-((3,5-dimethoxyphenyl)ethynyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, tert-butyl 3-(methylsulfonyloxy)pyrrolidine-1-carboxylate, potassium carbonate, and DMF, the title compound was obtained as a colorless, amorphous substance. Physical properties: m/z [M+H]+ 522.4

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108973B2
Source datasetuspto-grants-2015_08
ORD IDord-313195803c404157b23a0d53aed8d216
Source noteuspto-grants-2015_08