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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628999Generated: October 30, 2026

Sodium Carbonate → HCID 67295426, compound

https://huagongshe.com/reaction/628999

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 16217914—
ReactantHCID 86668896HCID 86668896—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67295426HCID 67295426144.2%

Reaction Steps

A mixture of 4-(2-chloro-5-methoxy-pyrimidin-4-yl)-morpholine (1.0 g, 1 eq.), 2-nitro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine (1.26 g, 1.1 eq.), dioxane (20 ml), Pd(PPh3)4 (0.05 g, 0.1 eq.) and 2M sodium carbonate (6.53 ml, 3.0 eq.) was heated to reflux overnight. The solvent was removed in vacuo, the residue extracted with EA, and the organic layer washed with brine and dried. The crude was purified by chromatography to give a brown solid (2.08 g, 47.83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315491B2
Source datasetuspto-grants-2016_04
ORD IDord-431a026a612845c9b1366bb7a4576492
Source noteuspto-grants-2016_04