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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484981Generated: November 1, 2026

Sodium Carbonate → HCID 66927369, compound

https://huagongshe.com/reaction/1484981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantN-tert-butyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-sulfonamideHCID 57468817—
ReactantHCID 58169276HCID 58169276—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66927369HCID 6692736923.3%

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 2-bromo-N-(5-tert-butyl-1H-pyrazol-3-yl)-5-chloropyrimidin-4-amine (250 mg, 0.87 mmol), PdCl2(dppf)CH2Cl2 (106 mg, 0.13 mmol, 0.15 eq), N-tert-butyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-sulfonamide (336 mg, 1.13 mmol, 1.3 eq), Na2CO3 (323 mg, 3.18 mmol, 3.5 equiv.) in dioxane was heated at 95° C. for 2 h under N. The reaction mixture was cooled to room temperature, and extracted with THF. The combined layers were concentrated and purified by silica gel chromatography (EA/PE 1:2) to afford N-tert-butyl-5-(4-(5-tert-butyl-1H-pyrazol-3-ylamino)-5-chloropyrimidin-2-yl)thiophene-2-sulfonamide (95 mg, 21%). LC-MS (m/z)=427 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422271B2
Source datasetuspto-grants-2016_08
ORD IDord-1726a8683a9d4b5788fbb45cd1a7f129
Source noteuspto-grants-2016_08