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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1582112Generated: October 26, 2026

tert-Butyl 4-(tributylstannyl)-3,6-dihydropyridine-1(2H)-carboxylate → HCID 86588830, compound

https://huagongshe.com/reaction/1582112

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 4-(tributylstannyl)-3,6-dihydropyridine-1(2H)-carboxylateHCID 12094207—
Reactant(7-Iodo-4-methoxy-benzothiazol-2-yl)-carbamic acid methyl esterHCID 60117385—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 86588830HCID 8658883036.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a stirred solution of 2.2 g (0.006 Mol) (7-iodo-4-methoxy-benzothiazol-2-yl)-carbamic acid methyl ester in 60 ml DMF were added 3.4 g (0.007 Mol) 4-tributylstannanyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester, 0.424 g (0.001 Mol) PdCl2(PPh3)2 and 0.12 g (0.001 Mol) CuI. The mixture was heated at 100° C. for 19 h and then concentrated in vacuo. Flash chromatography (ethyl acetate/hexane 1:1) afforded 0.91 g (36%) 4-(4-methoxy-2-methoxycarbonylamino-benzothiazol-7-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester as a light yellow foam. ES-MS m/e (%): 362 ([M+H]+, 100).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06734179B2
Source datasetuspto-grants-2004_05
ORD IDord-43f2420cf8d84840862893d406a74fca
Source noteuspto-grants-2004_05