Trifluoroacetic acid → HCID 66591243, compound

HRID 1894835Notes

Reaction equation

HRID 1894835 reaction equation
C(OC([CH2:8][NH:9][C:10]1[N:15]=[C:14]([C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][C:24]([O:26][CH3:27])=[O:25])=[CH:18][C:17]=2[O:28][CH2:29][CH3:30])[CH:13]=[CH:12][CH:11]=1)=O)(C)(C)C.FC(F)(F)C(O)=O.C(=O)([O-])O.[Na+]>ClCCl>[CH2:29]([O:28][C:17]1[CH:18]=[C:19]([CH2:22][CH2:23][C:24]([O:26][CH3:27])=[O:25])[CH:20]=[CH:21][C:16]=1[C:14]1[CH:13]=[CH:12][CH:11]=[C:10]([NH:9][CH3:8])[N:15]=1)[CH3:30]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 66591218HCID 66591218, compound

Product 1

HCID 66591243HCID 66591243, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

g of methyl 3-{4-[6-(tert-butoxycarbonylmethylamino)pyrid-2-yl]-3-ethoxyphenyl}propionate is dissolved in 10 mL of dichloromethane and 4 mL of trifluoroacetic acid are then added. The mixture is stirred for 48 hours at room temperature. After hydrolysis of the reaction with sodium hydrogen carbonate solution and then extraction with ethyl acetate, the solvents are evaporated off. 615 mg of methyl 3-[3-ethoxy-4-(6-methylaminopyrid-2-yl)phenyl]propionate are obtained. Yield=81%.

Workup

  1. extractionextraction with ethyl acetate
  2. customthe solvents are evaporated off

Sources & evidence

ORD record
ord-975f9f1868ff40e0b67aeb18dc52c290
Source dataset
uspto-grants-2013_08
Patent number
US08513297B2

Reaction notes

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