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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 910912Generated: November 2, 2026

Potassium Phosphate, Tribasic → HCID 24825875, compound

https://huagongshe.com/reaction/910912

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Amino-4-methylthiazoleHCID 74143—
ReactantHCID 57937566HCID 57937566—
Catalyst1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 24825875HCID 2482587554.6%

Reaction Steps

Using the method of Example 3, Step B, 4-methylthiazol-2-amine (18.2 mL, 7.27 mmol), tert-butyl 4-(2-chloropyridin-4-yloxy)piperidine-1-carboxylate (2.50 g, 8.00 mmol), potassium phosphate (1.70 g, 8.00 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.166 g, 0.182 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene (0.116 g, 0.200 mmol) were reacted in toluene (20 mL) and water (5 mL), to provide tert-butyl 4-(2-(4-methylthiazol-2-ylamino)pyridin-4-yloxy)piperidine-1-carboxylate (1.55 g, 54.1% yield) as white solid. 1H NMR (CDCl3) δ 8.14 (d, 1H), 6.44 (d, 1H), 6.36 (bs, 2H), 4.51 (m, 1H), 3.68 (m, 2H), 3.34 (m, 2H), 2.34 (d, 3H), 1.92 (m, 2H), 1.75 (m, 2H), 1.47 (s, 9H); Mass spectrum (apci) m/z=291 (100) (M+H-Boc).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022222B2
Source datasetuspto-grants-2011_09
ORD IDord-a3b151ea3cfe463f853b06215e63e6c5
Source noteuspto-grants-2011_09