Lithium Hydroxide → HCID 58576136, compound

HRID 511165Notes

Reaction equation

HRID 511165 reaction equation
C[O:2][C:3](=[O:6])[CH:4]=[CH2:5].C(N(CC)CC)C.[F:14][C:15]([F:29])([F:28])[C:16]1[N:21]=[CH:20][C:19]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[CH:18][CH:17]=1.[OH-].[Li+:31]>O.C(#N)C.O1CCCC1>[Li+:31].[F:29][C:15]([F:14])([F:28])[C:16]1[N:21]=[CH:20][C:19]([N:22]2[CH2:27][CH2:26][N:25]([CH2:5][CH2:4][C:3]([O-:2])=[O:6])[CH2:24][CH2:23]2)=[CH:18][CH:17]=1

Participants

8

Reactant 4

HCID 3939Lithium HydroxideHCID 7294Methyl AcrylateHCID 8471TriethylamineHCID 46837494845617-30-3

Product 1

HCID 58576136HCID 58576136, compoundYield 65.9%

Reagents, catalysts & solvents 3

HCID 962WaterSolvent2×HCID 6342AcetonitrileSolventHCID 8028TetrahydrofuranSolvent

Procedure

Acrylic acid methyl ester (189 mg; 2.20 mmol) and triethylamin (0.2 mL) are added to 1-(6-trifluoromethyl-pyridin-3-yl)-piperazine (420 mg; 1.82 mmol) in a 1 to 1 mixture of water and tetrahydrofuran (1.6 mL) and the resulting mixture is irradiated in a mono-mode microwave oven for 30 minutes at 120° C. Lithium hydroxide (92 mg; 3.84 mmol) in water (5 mL) is then added and the reaction mixture is again irradiated in a mono-mode microwave oven for 30 minutes at 100° C. The mixture is then diluted with acetonitrile and the precipitate formed is filtered, collected and dried under high vacuum to afford the desired product (363 mg; 1.20 mmol).

Workup

  1. customthe resulting mixture is irradiated in a mono-mode microwave oven for 30 minutes at 120° C
  2. customthe reaction mixture is again irradiated in a mono-mode microwave oven for 30 minutes at 100° C
  3. customthe precipitate formed
  4. filtrationis filtered
  5. customcollected
  6. customdried under high vacuum

Sources & evidence

ORD record
ord-2b8751a9a8ba4de09f83dc03027df5c8
Source dataset
uspto-grants-2015_08
Patent number
US09096524B2

Reaction notes

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