HCID 21935704, compound → 2-Cyclopropyl-6-(4-trifluoromethyl-phenyl)-nicotinic acid ethyl ester

HRID 1242345Notes

Reaction equation

HRID 1242345 reaction equation
Cl.CN(C)[CH2:4][CH2:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=1)=O.[CH2:19]([O:21][C:22](=[O:29])[CH:23]=[C:24]([NH2:28])[CH:25]1[CH2:27][CH2:26]1)[CH3:20]>CC(O)=O>[CH2:19]([O:21][C:22](=[O:29])[C:23]1[CH:4]=[CH:5][C:6]([C:8]2[CH:9]=[CH:10][C:11]([C:14]([F:15])([F:16])[F:17])=[CH:12][CH:13]=2)=[N:28][C:24]=1[CH:25]1[CH2:27][CH2:26]1)[CH3:20]

Participants

4

Reactant 2

HCID 21935704HCID 21935704, compoundHCID 534018893-Amino-3-cyclopropyl-acrylic acid ethyl ester

Product 1

HCID 670722652-Cyclopropyl-6-(4-trifluoromethyl-phenyl)-nicotinic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

0.657 g (2.33 mmol) of the above prepared (example 1L]) 3-dimethylamino-1-(4-trifluoromethyl-phenyl)-propan-1-one hydrochloride and 0.362 g (1.0 eq., not corrected for impurities) of the above synthesised 3-amino-3-cyclopropyl-acrylic acid ethyl ester was dissolved in 7 ml of AcOH and heated to reflux for 3 h. After cooling, the bulk of the solvent was evaporated i. V. Ensuing flash chromatography (SiO2, hexane/AcOEt=93/7) yielded 0.101 g of the title compound as light yellow solid.

Workup

  1. temperatureheated
  2. temperatureto reflux for 3 h
  3. temperatureAfter cooling
  4. customthe bulk of the solvent was evaporated i

Sources & evidence

ORD record
ord-c13b49d384d54e7b944f12d79f3c31e4
Source dataset
uspto-grants-2006_10
Patent number
US07115611B2

Reaction notes

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