HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204335Generated: October 31, 2026
Dichloromethane → 5-Bromo-6-methoxy-3-pyridineacetonitrile
https://huagongshe.com/reaction/2204335
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-Bromo-5-bromomethyl-2-methoxy-pyridine | HCID 58539510 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Bromo-6-methoxy-3-pyridineacetonitrile | HCID 58539392 | — |
Reaction Steps
To a suspension of 3-bromo-5-bromomethyl-2-methoxy-pyridine (Step AM2) (3.9 g, 14.0 mmol) in H2O was added NaCN (750 mg, 15.3 mmol) and the mixture was stirred at 50° C. for 1.5 h. CH2Cl2 and a saturated aqueous solution of NaHCO3 were added and the phases were separated. The organic layer was washed with H2O and brine, dried (MgSO4), filtered and concentrated. The crude product was purified by silica gel column chromatography (heptane/EtOAc, 80:20→0:100). tR: 0.88 min (LC-MS 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365576B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-5aa2b8b6860644b6bd34ff05eabadaa9 |
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| Source note | uspto-grants-2016_06 |
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