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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 239594Generated: October 25, 2026

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

https://huagongshe.com/reaction/239594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTributylstannaneHCID 5948—
Reactant1,1-Dimethylethyl 4-[5-(2-chloro-4-pyrimidinyl)-4-(2-fluoro-3-{[(2-propen-1-yloxy)carbonyl]amino}phenyl)-1,3-thiazol-2-yl]-1-piperidinecarboxylateHCID 57989933—
CatalystHCID 178418397HCID 178418397—
SolventDichloromethaneHCID 6344—
Product1,1-Dimethylethyl 4-[4-(3-amino-2-fluorophenyl)-5-(2-chloro-4-pyrimidinyl)-1,3-thiazol-2-yl]-1-piperidinecarboxylateHCID 5799007794.6%

Reaction Steps

1,1-dimethylethyl 4-[5-(2-chloro-4-pyrimidinyl)-4-(2-fluoro-3-{[(2-propen-1-yloxy)carbonyl]amino}phenyl)-1,3-thiazol-2-yl]-1-piperidinecarboxylate (855 mg, 1.489 mmol) was dissolved into dichloromethane (DCM) (8 mL). To this solution were added tributylstannane (433 mg, 1.489 mmol), tetrakis (86 mg, 0.074 mmol) and water (0.083 mL, 4.62 mmol), and the reaction mixture was stirred for 1 h and concentrated. The residue was purified using column chromatography (0 to 100% EtOAc/hexane) to give 690 mg of the title compound. MS (ESI): 490.1 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642759B2
Source datasetuspto-grants-2014_02
ORD IDord-5577b5a23af741338f8e3967cb50290b
Source noteuspto-grants-2014_02