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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 879467Generated: October 30, 2026

(S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2-chloropyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)acetate → HCID 86700279, compound

https://huagongshe.com/reaction/879467

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2-chloropyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)acetateHCID 86700142—
ReactantHCID 86700280HCID 86700280—
CatalystHexadecyltrimethylammonium BromideHCID 5974—
CatalystPotassium HydroxideHCID 14797—
CatalystHCID 178418851HCID 178418851—
SolventTolueneHCID 1140—
ProductHCID 86700279HCID 86700279—

Reaction Conditions

Temperature105 °C

Reaction Steps

In a 5 mL microwave reaction tube, 2,3-dihydro-1H-pyrrolo[3,2-c]pyridine TFA salt (excess), (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2-chloropyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)acetate (26 mg, 0.05 mmol), bis(tri-tert-butylphosphine)palladium(0) (4 mg, 15%), cetyltrimethylammonium bromide (3 mg) were charged with 1 mL toluene, then 1 drop of 50% KOH aqueous solution was added. The reaction was heated to 105° C. for 1 hour. LC-MS of the reaction crude show desired product. The reaction crude was extracted using ethyl acetate form brine. The organic layer was separated, dried over Na2SO4, filtered and concentrated to give crude which was purified by chromatographic column to afford the desired product. LCMS-ESI+: calc'd for C34H34ClN4O3S: 613.1 (M+H+); Found: 613.3 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987250B2
Source datasetuspto-grants-2015_03
ORD IDord-b3676024e66049f8a5930535ffa3277c
Source noteuspto-grants-2015_03