HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484836Generated: October 25, 2026
Sodium Carbonate → 2-(4-(4-(Benzyloxy)pyrimidin-2-yl)phenyl)acetonitrile
https://huagongshe.com/reaction/1484836
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile | HCID 3842922 | — |
| Reactant | 4-(Benzyloxy)-2-chloropyrimidine | HCID 15133237 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(4-(4-(Benzyloxy)pyrimidin-2-yl)phenyl)acetonitrile | HCID 58169144 | 31% |
Reaction Steps
A mixture of 4-(benzyloxy)-2-chloropyrimidine (3.2 g, 14.5 mmol, 1.0 equiv.), 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile (4.2 g, 17.4 mmol, 1.2 equiv.), Pd(dippf)Cl2 (1.18 g, 1.45 mmol, 0.1 equiv.), Na2CO3 (6.1 g, 58 mmol, 4.0 equiv.), dioxane (5 ml) and water (1 ml) was added to the filtrate. The reaction mixture was heated to 100° C. for 15 h under nitrogen atmosphere. The residue was purified by silica gel chromatography (CH2Cl2/methanol 500:1 to 200:1) to afford 2-(4-(4-(benzyloxy)pyrimidin-2-yl)phenyl)acetonitrile (1.3 g, 31%) as white solid. The title compound was determination by LC-MS (LC-MS (m/z)=302.1 [M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09422271B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-e84f68b1f54d49de942bbf9481d80bc8 |
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| Source note | uspto-grants-2016_08 |
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