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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 239574Generated: October 28, 2026

Water → 1,1-Dimethylethyl {1-[4-(3-amino-2-fluorophenyl)-5-(2-chloro-4-pyrimidinyl)-1,3-thiazol-2-yl]-1-methylethyl}carbamate

https://huagongshe.com/reaction/239574

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTributylstannaneHCID 5948—
Reactant2-Propen-1-yl (3-{5-(2-chloro-4-pyrimidinyl)-2-[1-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-methylethyl]-1,3-thiazol-4-yl}-2-fluorophenyl)carbamateHCID 57989757—
CatalystHCID 178418397HCID 178418397—
SolventDichloromethaneHCID 6344—
Product1,1-Dimethylethyl {1-[4-(3-amino-2-fluorophenyl)-5-(2-chloro-4-pyrimidinyl)-1,3-thiazol-2-yl]-1-methylethyl}carbamateHCID 5798993674.7%

Reaction Steps

To a solution of 2-propen-1-yl (3-{5-(2-chloro-4-pyrimidinyl)-2-[1-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-methylethyl]-1,3-thiazol-4-yl}-2-fluorophenyl)carbamate (1.28 g, 2.336 mmol). tri-n-butyltin hydride (0.624 mL, 2.336 mmol) in dichloromethane (DCM) (50 mL) was added tetrakis(triphenylphosphine)palladium(0) (0.135 g, 0.117 mmol) followed by water (0.2 mL). After 30 min, the reaction was concentrated. The residue was purified via chromatography on silica gel to obtain the title compound (0.81 g 74% yield). MS (ESI): 464.1 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642759B2
Source datasetuspto-grants-2014_02
ORD IDord-7fce2b0ab33b405ea2a0fdd6ac951c9b
Source noteuspto-grants-2014_02