Thionyl Chloride → 5-Fluoro-2-methoxy-nicotinoyl chloride

HRID 509999Notes

Reaction equation

HRID 509999 reaction equation
[F:1][C:2]1[CH:3]=[N:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7](O)=[O:8].S(Cl)([Cl:15])=O>>[F:1][C:2]1[CH:3]=[N:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7]([Cl:15])=[O:8]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 404270085-Fluoro-2-methoxynicotinic acid

Product 1

HCID 582594585-Fluoro-2-methoxy-nicotinoyl chloride

Procedure

In a round bottom flask, 5-fluoro-2-methoxy-nicotinic acid (150, 250 mg, 1.46 mmol) was combined with thionyl chloride (3.00 mL, 41.1 mmol) and the suspension was stirred at room temperature for 3 hours. The reaction was concentrated to dryness under vacuum to provide the desired compound, used in the next step without further purification.

Workup

  1. concentrationThe reaction was concentrated to dryness under vacuum

Sources & evidence

ORD record
ord-b5896a84eebc46b49bf202c9bb13382c
Source dataset
uspto-grants-2015_08
Patent number
US09096593B2

Reaction notes

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