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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536849Generated: October 29, 2026

Sodium Carbonate → HCID 67021980, compound

https://huagongshe.com/reaction/536849

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734620—
ReactantHCID 86636517HCID 86636517—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 67021980HCID 6702198053.2%

Reaction Conditions

Temperature140 °C

Reaction Steps

To a microwave processing tube was added dimethoxyethane (15 mL), aqueous Na2CO3 (2 molar)(4 mL, 8 mmol, 2 eq), (Ph3P)4Pd (317 mg, 0.55 mmol), 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine (1.81 g, 8.30 mmol, 1.5 eq) and 3-[(4-Chloro-6-morpholin-4-yl-[1,3,5]triazin-2-ylamino)-methyl]-azetidine-1-carboxylic acid tert-butyl ester (1.3 g, 5.53 mmol) and the vessel was sealed. The mixture was heated to 140° C. for 60 minutes. The solvents were removed and the crude compound was purified by silica gel chromatography using CH2Cl2/Ethyl acetate (10:1) and later CH2Cl2/MeOH/NH3 (15:1:0.1) to give the product as a off-white solid (1.3 g, 53% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859542B2
Source datasetuspto-grants-2014_10
ORD IDord-2db60f16b8dc4b4a883e3e50352aae3d
Source noteuspto-grants-2014_10