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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1366631Generated: October 26, 2026

Hydrazine hydrate (1:1) → 5-fluoro-6-hydrazino-N-methyl-2-(methylthio)-N-(1,3-thiazol-2-ylmethyl)-4-pyrimidinamine

https://huagongshe.com/reaction/1366631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant6-chloro-5-fluoro-N-methyl-2-(methylthio)-N-(1,3-thiazol-2-ylmethyl)-4-pyrimidinamineHCID 86637012—
SolventDimethyl SulfoxideHCID 679—
Product5-fluoro-6-hydrazino-N-methyl-2-(methylthio)-N-(1,3-thiazol-2-ylmethyl)-4-pyrimidinamineHCID 6693624743.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

6-Chloro-5-fluoro-N-methyl-2-(methylthio)-N-(1,3-thiazol-2-ylmethyl)-4-pyrimidinamine (0.4928 g, 1.621 mmol) was dissolved in 5 mL of DMSO and hydrazine monohydrate (0.63 mL, 12.96 mmol). The reaction vessel was pressure sealed and heated to 80° C. for 2 hours. The reaction mixture was purified by RP-HPLC to provide 5-fluoro-6-hydrazino-N-methyl-2-(methylthio)-N-(1,3-thiazol-2-ylmethyl)-4-pyrimidinamine as a beige solid (0.2112 g, 43%). LCMS: (M+H)+=301.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893056B2
Source datasetuspto-grants-2011_02
ORD IDord-4384270f64934887a6fc5f0b91cf3270
Source noteuspto-grants-2011_02