HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277693Generated: October 30, 2026
5-Bromo-3-pyridinecarboxaldehyde → 3-Bromo-5-(1-hydroxyethyl)pyridine
https://huagongshe.com/reaction/2277693
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 5-Bromo-3-pyridinecarboxaldehyde | HCID 2784734 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Bromo-5-(1-hydroxyethyl)pyridine | HCID 12997435 | — |
Reaction Steps
Methylmagnesium bromide (1M in THF, 12 mL, 12 mmol) was added dropwise to a solution of 5-bromo-pyridine-3-carbaldehyde (1.85, 10 mmol) in dry THF (20 mL) at −78° C. The resulting mixture was slowly warmed up to 0° C. during a 2 hour period and then quenched by aq. satd. NH4Cl solution. After extraction with DCM, the organic layer was washed with brine, dried over anhy. Na2SO4, filtered and concentrated in vacuo to give title compound as a crude product (1.9 g, 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133158B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-a5ca48bf633949e3ae3066647da4b8e0 |
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| Source note | uspto-grants-2015_09 |
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