Lithium Hydroxide → HCID 58576587, compound

HRID 511163Notes

Reaction equation

HRID 511163 reaction equation
C[O:2][C:3](=[O:6])[CH:4]=[CH2:5].[F:7][C:8]([F:21])([F:20])[C:9]1[S:13][C:12]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)=[N:11][N:10]=1.[OH-].[Li+:23]>O.C(#N)C>[Li+:23].[F:21][C:8]([F:7])([F:20])[C:9]1[S:13][C:12]([N:14]2[CH2:19][CH2:18][N:17]([CH2:5][CH2:4][C:3]([O-:2])=[O:6])[CH2:16][CH2:15]2)=[N:11][N:10]=1

Participants

6

Reactant 3

HCID 3939Lithium HydroxideHCID 7294Methyl AcrylateHCID 21460691-[5-(Trifluoromethyl)-1,3,4-thiadiazol-2-YL]piperazine

Product 1

HCID 58576587HCID 58576587, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 6342AcetonitrileSolvent

Procedure

Acrylic acid methyl ester (189 mg; 2.20 mmol) is added to 1-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-piperazine (476 mg; 2.00 mmol) in water (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; 4.00 mmol) in water (2 mL) is then added and the reaction mixture is again irradiated in a mono-mode microwave oven for 10 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 compound (580 mg; 1.84 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 10 minutes at 100° C
  3. customthe precipitate formed
  4. filtrationis filtered
  5. customcollected
  6. customdried under high vacuum

Sources & evidence

ORD record
ord-1e4aec5f0df942cc9a6cd91ff6b8a821
Source dataset
uspto-grants-2015_08
Patent number
US09096524B2

Reaction notes

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