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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2096438Generated: November 1, 2026

Cesium carbonate → HCID 58424774, compound

https://huagongshe.com/reaction/2096438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Thiopheneboronic acidHCID 2733960—
Reactant2'-amino-6-bromo-1'-methyl-2-phenylspiro[chroman-4,4'-imidazol]-5'(1'H)-oneHCID 58423768—
CatalystHCID 178418476HCID 178418476—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58424774HCID 584247744.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 2′-amino-6-bromo-1′-methyl-2-phenylspiro[chroman-4,4′-imidazol]-5′(1′H)-one (21 mg, 0.05 mmol), thiophen-2-ylboronic acid (14 mg, 0.1 mmol), Cs2CO3 solution (2 M, 0.5 mL) and Pd(PPh3)2Cl2 (10 mg) in 1,4-dioxane (1 mL) was stirred in a microwave test tube under Ar at 120° C. for 35 minutes. The reaction mixture was concentrated in vacuo to give the residue, which was purified by preparative TLC to give 2′-amino-1′-methyl-2-phenyl-6-(thiophen-2-yl)spiro[chroman-4,4′-imidazol]-5′-(1′H)-one (0.87 mg, 4%). 1H-NMR (MeOD): 2.45-2.54 (M, 1H), 2.60-2.63 (m, 1H), 3.32 (s, 3H), 5.88 (d, 1H), 7.06-7.14 (m, 2H), 7.33-7.39 (m, 2H), 7.41-7.50 (m, 3H), 7.51-7.64 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450308B2
Source datasetuspto-grants-2013_05
ORD IDord-8c77dcd5ed1d4838970de4a830161ad1
Source noteuspto-grants-2013_05