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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 458618Generated: October 27, 2026

Dimethylformamide → (1-(7-Benzyl-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropurin-8-yl)pyrrolidin-3-yl)carbamic acid tert-butyl ester

https://huagongshe.com/reaction/458618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant7-Benzyl-8-chloro-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dioneHCID 325372—
Reactant(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 1514396—
SolventIsopropanolHCID 3776—
Product(1-(7-Benzyl-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropurin-8-yl)pyrrolidin-3-yl)carbamic acid tert-butyl esterHCID 69136344—

Reaction Steps

7-Benzyl-8-chloro-1,3-dimethyl-3,7-dihydropurine-2,6-dione (2A) (100 mg, 0.33 mmol), (3S)-(−)-3-(tert-butoxycarbonylamino)pyrrolidine (305 mg, 1.64 mmol), and triethylamine (0.46 ml, 3.28 mmol) was dissolved in 20 ml of 2-propanol and 5 ml of DMF and the mixture was subjected to microwaves (method F, 130° C., 300 W) for three hours. The solvent was evaporated and the crude product was purified by preparative HPLC (method A1, Rt=11.75 min.). Evaporation of the solvent afforded compound (3A) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07192952B2
Source datasetuspto-grants-2007_03
ORD IDord-ab4c48330f244552b739e231d2105881
Source noteuspto-grants-2007_03