Triethylamine → HCID 58525639, compound

HRID 1894977Notes

Reaction equation

HRID 1894977 reaction equation
Cl[C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[N:15]=[CH:14][C:13]([C:19]([OH:21])=[O:20])=[CH:12]3)[CH:5]=[CH:4][N:3]=1.C(N(CC)CC)C>C(O)C.[Pd]>[N:3]1[CH:4]=[CH:5][C:6]([O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[N:15]=[CH:14][C:13]([C:19]([OH:21])=[O:20])=[CH:12]3)=[CH:7][CH:2]=1

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 58525582HCID 58525582, compound

Product 1

HCID 58525639HCID 58525639, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a mixture of 6-[(2-chloropyridin-4-yl)oxy]quinoline-3-carboxylic acid (Int-31, 0.358 g, 1.19 mmol) and palladium (10% on carbon 0.07 g) in ethanol (5 mL) was added triethylamine (1 mL, 7.2 mol). The reaction flask was carefully evacuated and backfilled with an atmosphere of hydrogen from a balloon. After stirring at room temperature under hydrogen over night the flask was carefully purged with nitrogen and the suspension filtered through Celite. The filtrate was concentrated and used as obtained in the following step. LC-MS: (FA) ES+ 267.

Workup

  1. customThe reaction flask was carefully evacuated
  2. customwas carefully purged with nitrogen
  3. filtrationthe suspension filtered through Celite
  4. concentrationThe filtrate was concentrated
  5. customas obtained in the following step

Sources & evidence

ORD record
ord-c65635e41fea4342970499629492e5e7
Source dataset
uspto-grants-2013_08
Patent number
US08513421B2

Reaction notes

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