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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 395894Generated: October 29, 2026

2,4(1H,3H)-Pyrimidinedione, 5,6-diamino-1,3-dipropyl-, hydrochloride (1:1) → 4-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1 H-purin-8-yl)-bicyclo-[3.2.1]octane-1-carboxylic acid

https://huagongshe.com/reaction/395894

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4(1H,3H)-Pyrimidinedione, 5,6-diamino-1,3-dipropyl-, hydrochloride (1:1)HCID 18767618—
ReactantBicyclo[3.2.1]octane-1,4-dicarboxylic acid 1-ethyl esterHCID 67079138—
Product4-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1 H-purin-8-yl)-bicyclo-[3.2.1]octane-1-carboxylic acidHCID 9821658110.3%

Reaction Steps

Using the procedure described in Example 50, Step D, bicyclo[3.2.1]octane-1,4-dicarboxylic acid 1-ethyl ester (0.84 mmol, 0.19 g) was reacted with 5,6-diamino-1,3-dipropyl-1H-pyrimidine-2,4-dione hydrochloride (0.84 mmol, 0.22 g) to provide the desired product (0.36 g, 100%) as a mixture of axial and equatorial amides. MS (ESP+, 60V): 456.95 (M+Na, 45%), 435.00 (M+H, 8%), 325.12 (42%), 280.05 (100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06605600B1
Source datasetuspto-grants-2003_08
ORD IDord-cc841752479f45d2a11a7e7f56eecc37
Source noteuspto-grants-2003_08