Tetrahydrofuran → 5-(3-Methoxyphenylethynyl)-pyridine-3-carbaldehyde

HRID 606872Notes

Reaction equation

HRID 606872 reaction equation
C([Mg]Cl)(C)C.[O:6]1CCC[CH2:7]1.Br[C:12]1[CH:13]=[N:14][CH:15]=[C:16]([C:18]#[C:19][C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([O:26][CH3:27])[CH:21]=2)[CH:17]=1>>[CH3:27][O:26][C:22]1[CH:21]=[C:20]([C:19]#[C:18][C:16]2[CH:17]=[C:12]([CH:7]=[O:6])[CH:13]=[N:14][CH:15]=2)[CH:25]=[CH:24][CH:23]=1

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 670475133-Bromo-5-(3-methoxyphenylethynyl)-pyridineHCID 178418918HCID 178418918, compound

Product 1

HCID 860764595-(3-Methoxyphenylethynyl)-pyridine-3-carbaldehydeYield 82%

Procedure

Prepare essentially as described in EXAMPLE 90 using a 1 M solution of isopropylmagnesium chloride in tetrahydrofuran (2.98 mL, 2.98 mmol), 3-bromo-5-(3-methoxyphenylethynyl)-pyridine, (prepared as described in PREPARATION 20), (430 mg, 1.49 mmol) to give the title compound (290 mg, 82%).

Workup

  1. customPrepare essentially

Sources & evidence

ORD record
ord-3d79a13a22dc415eb639201a1f45c912
Source dataset
uspto-grants-2011_03
Patent number
US07915424B2

Reaction notes

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