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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2045897Generated: October 30, 2026

Phosphate → Di-tert-butyl ((4-(3,4-dichlorophenyl)-2-((2-(1,3-dimethyl-2,6-dioxo-2,3-dihydro-1H-purin-7(6H)-yl)acetyl)imino)thiazol-3(2H)-yl)methyl) phosphate

https://huagongshe.com/reaction/2045897

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphateHCID 1061—
ReactantSodium hydrideHCID 24758—
ReactantN-[4-(3,4-dichlorophenyl)-1,3-thiazol-2-yl]-2-(1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-7H-purin-7-yl)acetamideHCID 5136098—
ReactantDi-Tert-Butyl Iodomethyl PhosphateHCID 58196853—
SolventDimethylformamideHCID 6228—
ProductDi-tert-butyl ((4-(3,4-dichlorophenyl)-2-((2-(1,3-dimethyl-2,6-dioxo-2,3-dihydro-1H-purin-7(6H)-yl)acetyl)imino)thiazol-3(2H)-yl)methyl) phosphateHCID 86666698—

Reaction Steps

The title compound was prepared according to the general procedure as described in method A for the preparation of phosphate derivatives by coupling N-[4-(3,4-dichlorophenyl)-1,3-thiazol-2-yl]-2-(1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-7H-purin-7-yl)acetamide (150 mg, 0.322 mmol) with freshly prepared di-tert-butyl iodomethyl phosphate (Intermediate 2) (395.16 mg, 1.129 mmol) in the presence of sodium hydride (60% dispersion in mineral oil, 20 mg, 0.483 mmol) in dry DMF (2 ml) with to yield 135 mg of pure product as an off-white solid. 1H NMR (300 MHz, CDCl3): δ 1.48 (br s, 18H), 3.35 (s, 3H), 3.47 (s, 2H), 3.62 (s, 3H), 5.71 (s, 2H), 6.36 (br s, 2H), 7.42-7.50 (m, 1H), 7.60-7.72 (m, 1H), 8.02 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592398B2
Source datasetuspto-grants-2013_11
ORD IDord-7db42e1a86264df5ba9124702dc29fe3
Source noteuspto-grants-2013_11