HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 873545Generated: October 28, 2026
Water → 3-(2-Chloropyrimidin-4-yl)-6-methoxy-2-methylbenzaldehyde
https://huagongshe.com/reaction/873545
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Reactant | HCID 130141572 | HCID 130141572 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 3-(2-Chloropyrimidin-4-yl)-6-methoxy-2-methylbenzaldehyde | HCID 117700753 | 88% |
Reaction Steps
A 2 M aqueous solution of sodium carbonate (2.72 mL, 5.43 mol) and tetrakistriphenylphosphine palladium(0) (209 mg, 0.181 mmol) were added to a suspension of the 6-methoxy-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde obtained in Example 4-1 (500 mg, 1.81 mmol) and 2,4-dichloropyrimidine (405 mg, 2.72 mmol) in dimethoxyethane (5.4 mL) at room temperature. The mixture thus obtained was stirred at 80° C. for 10 hours. Thereafter, the resulting solution was cooled to room temperature. Water was added to the reaction solution, and the precipitated crude product was collected by filtration and was then washed with water and diisopropyl ether to obtain the title compound (418 mg, yield: 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08975263B2 |
|---|
| Source dataset | uspto-grants-2015_03 |
|---|
| ORD ID | ord-10d6b4bbc5034e4f8f60272012c2420a |
|---|
| Source note | uspto-grants-2015_03 |
|---|