HCID 59226580, compound → HCID 59226427, compound

HRID 2192634Notes

Reaction equation

HRID 2192634 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:18]([O:20][CH3:21])=[O:19])=[N:6][C:7]=1[C:8]1[CH2:17][CH2:16][C:11]2([O:15][CH2:14][CH2:13][O:12]2)[CH2:10][CH:9]=1>CO.[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:18]([O:20][CH3:21])=[O:19])=[N:6][C:7]=1[CH:8]1[CH2:9][CH2:10][C:11]2([O:15][CH2:14][CH2:13][O:12]2)[CH2:16][CH2:17]1

Participants

4

Reactant 1

HCID 59226580HCID 59226580, compound

Product 1

HCID 59226427HCID 59226427, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a degassed solution of methyl 5-fluoro-6-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)picolinate (1.0 equiv.) in MeOH (0.07M) was added 10% Pd/C (0.1 equiv.) and the reaction was stirred under a hydrogen balloon overnight. The solution was then filtered, rinsed with MeOH, and the filtrate was concentrated to afford methyl 5-fluoro-6-(1,4-dioxaspiro[4.5]decan-8-yl)picolinate in 91% yield. LC/MS=296.2 (M+H), Rt=0.83 min.

Workup

  1. filtrationThe solution was then filtered
  2. washrinsed with MeOH
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-9c6d68a9f1894ebab9424319ae016e15
Source dataset
uspto-grants-2012_12
Patent number
US08329732B2

Reaction notes

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