Tetrahydrofuran → 5-Fluoropyridine-2-carboxaldehyde

HRID 1095441Notes

Reaction equation

HRID 1095441 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][N:3]=1.[O:9]1CCC[CH2:10]1>C(OCC)C>[F:8][C:5]1[CH:6]=[CH:7][C:2]([CH:10]=[O:9])=[N:3][CH:4]=1

Participants

4

Reactant 2

HCID 8028TetrahydrofuranHCID 27831712-Bromo-5-fluoropyridine

Product 1

HCID 103516975-Fluoropyridine-2-carboxaldehyde

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The title compound was prepared according to the methods of preparations 1 and 2, starting from 2-bromo-5-fluoropyridine. This gave crude material containing tetrahydrofuran and diethyl ether which was used without further purification. 1H NMR (CDCl3, 400 MHz) δ 7.57 (1H, dt), 8.03 (1H, dd), 8.62 (1H, d), 10.04 (1H, s); LRMS (APCI+) 126 [MH+].

Workup

  1. customThis gave crude material
  2. customwas used without further purification

Sources & evidence

ORD record
ord-14f606439f0b4c3999c15bde496aa141
Source dataset
uspto-grants-2012_03
Patent number
US08138188B2

Reaction notes

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