Potassium Carbonate → HCID 67267820, compound

HRID 602507Notes

Reaction equation

HRID 602507 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N:8]([CH2:10][C:11]2[S:12][C:13]([Cl:16])=[CH:14][CH:15]=2)[CH3:9])[CH:5]=[CH:4][C:3]=1[NH:17]C(=O)C(F)(F)F.C(=O)([O-])[O-].[K+].[K+]>CO.O>[Cl:1][C:2]1[CH:7]=[C:6]([N:8]([CH2:10][C:11]2[S:12][C:13]([Cl:16])=[CH:14][CH:15]=2)[CH3:9])[CH:5]=[CH:4][C:3]=1[NH2:17]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 86607168HCID 86607168, compound

Product 1

HCID 67267820HCID 67267820, compoundYield 96.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of N-{2-Chloro-4-[(5-chloro-thiophen-2-ylmethyl)-(methyl)amino]-phenyl}-2,2,2-trifluoroacetamide (3.118 g) in methanol (MeOH) (50 mL) solution of potassium carbonate (K2CO3) (6.4 g) in water (25 mL) was added and the reaction mixture was stirred until reaction completion (24 hours) at room temperature. The obtained reaction mixture was extracted with ethyl acetate, washed with saturated aqueous sodium bicarbonate (NaHCO3) and evaporated to give 2.26 g of dark brown oil which was used in the next step without further purification. 1H NMR (DMSO-d6): 2.71 (s, 3H, NMe), 4.47 (s, 2H), 4.71 (br. s, 2H, NH2), 6.67-6.75 (m, 3H), 6.82 (d, 1H), 6.93 (d, 1H). LC/MS (m/z) 288.0 ([M+H]+); RT=2.07, (UV, ELSD) 85%, 98%.

Workup

  1. customThe obtained reaction mixture
  2. extractionwas extracted with ethyl acetate
  3. washwashed with saturated aqueous sodium bicarbonate (NaHCO3)
  4. customevaporated

Sources & evidence

ORD record
ord-dcaa559629b1437a98837a791a9f3b29
Source dataset
uspto-grants-2011_03
Patent number
US07906537B2

Reaction notes

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