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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 415385Generated: October 28, 2026

(S)-O-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)hydroxylamine → (S)-N-(2,3-Dihydroxypropoxy)-6-(2-fluoro-4-iodophenylamino)-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide

https://huagongshe.com/reaction/415385

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-O-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)hydroxylamineHCID 14814202—
ReactantPhenyl 6-(2-fluoro-4-iodophenylamino)-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylateHCID 59259226—
Product(S)-N-(2,3-Dihydroxypropoxy)-6-(2-fluoro-4-iodophenylamino)-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamideHCID 25109024—

Reaction Steps

Example 37 was synthesized following a similar procedure described in the synthesis of Example 2 by treatment of compound 2A with (S)—O-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)hydroxylamine (See, Bailey et al., J. Med. Chem., 34, 1991, 51-65), followed by acid hydrolysis of the resulting material. 1H NMR (400 MHz, CDCl3) δ 7.46 (m, 2H) 6.79 (t, J=8.0 Hz, 1H) 3.89 (m, 3H) 3.66 (m, 1H) 3.55 (m, 1H) 3.31 (s, 3H) 3.02 (s, 3H). [M+H] calc'd for C16H18FIN4O6, 509; found, 509.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088783B2
Source datasetuspto-grants-2012_01
ORD IDord-a3ba0c57a7834f7e924b37ac899602c8
Source noteuspto-grants-2012_01