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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920832Generated: November 1, 2026

Sodium Carbonate → HCID 59198408, compound

https://huagongshe.com/reaction/1920832

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 3866161—
ReactantHCID 59198390HCID 59198390—
CatalystHCID 178418807HCID 178418807—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 59198408HCID 59198408—

Reaction Steps

A mixture of N-(5-(4-chloro-6-morpholinopyrimidin-2-yl)pyridine-2-yl)pivalamide (50 mg, 0.133 mmol), 3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (94 mg, 0.399 mmol) and Pd(dppf)Cl2-CH2Cl2 (16 mg, 0.020 mmol) in 2 mL of dimethoxyethane:2 M Na2CO3 (3:1) is heated under microwave irradiation for 15 minutes at 130° C. (normal absorption, fixed hold time). The reaction mixture is partitioned between EtOAc (50 mL) and H2O (10 mL); the organic layer is separated, washed with brine (7 mL), dried over Na2SO4, filtered and concentrated. The residue thus obtained is used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173647B2
Source datasetuspto-grants-2012_05
ORD IDord-8a26fe0bbbf8486099b13222c1b720b0
Source noteuspto-grants-2012_05