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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240573Generated: October 30, 2026

2-Amino-4-methylthiazole → HCID 16752564, compound

https://huagongshe.com/reaction/240573

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-4-methylthiazoleHCID 74143—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 66936982HCID 66936982—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 16752564HCID 16752564—

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of N-(4-(imidazo[1,2-a]pyridin-7-yloxy)-3-methylphenyl)-6-iodoquinazolin-4-amine hydrochloride (0.20 g, 0.378 mmol) and 4-methylthiazol-2-amine (0.086 g, 0.755 mmol) and sodium 2-methylpropan-2-olate (0.145 g, 1.51 mmol), Xanthphos (0.016 g, 0.028 mmol), Pd2 dba3 (0.017 g, 0.018 mmol) in toluene (3.6 mL) was degassed and sealed. After heating to 100° C. for 16 hours, the mixture was diluted with water and ethyl acetate. The resulting solid was filtered to provide the product as brown solid. MS APCI (+) m/z 480 (M+1) detected; 1H NMR (400 MHz, DMSO-d6) δ 9.96 (s, 1H), 8.86 (s, 1H), 8.63 (s, 1H), 8.55 (d, 1H), 7.79 (m, 5H), 7.44 (s, 1H), 7.14 (d, 1H), 6.80 (dd, 1H), 6.55 (d, 1H), 2.50 (s, 3H), 2.21 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648087B2
Source datasetuspto-grants-2014_02
ORD IDord-63f2cfc4d73e4fe58c13551f6fec1707
Source noteuspto-grants-2014_02