HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 852905Generated: October 30, 2026
Sodium Carbonate → 2-chloro-4-(4-methoxyphenyl)pyrimidine
https://huagongshe.com/reaction/852905
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-chloro-4-(4-methoxyphenyl)pyrimidine | HCID 11148739 | 98% |
Reaction Steps
To a solution of 4-methoxyphenylboronic acid (3.0 g, 19.7 mmol) and 2,4 dichloropyrimidine (5.9 g, 39.0 mmol) in dry acetonitrile (120 mL) was added a 0.4 M solution of Na2CO3 (120 mL) followed by Pd(PPh3)4 (400 mg, 0.35 mmol). The suspension was degassed and heated at 90° C. for 16 h, cooled down and concentrated to produce a precipitate which was collected by filtration, washed with water, dried and purified by flash chromatography on silica gel (EtOAc/CH2Cl2: 5/95) to afford the title compound 17 (4.25 g, 19.3 mmol, 97% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07253204B2 |
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| Source dataset | uspto-grants-2007_08 |
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| ORD ID | ord-74e9d625a91c42daa4f3a12c4422eab8 |
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| Source note | uspto-grants-2007_08 |
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