Trifluoroacetic acid → HCID 136055991, compound

HRID 1726072Notes

Reaction equation

HRID 1726072 reaction equation
C(OC([N:8]1[C:16]2[C:11](=[CH:12][C:13]([O:17][P:18]([O:26][CH3:27])([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:19])=[CH:14][CH:15]=2)[C:10]([C:28]2[N:29](C(OC(C)(C)C)=O)[CH:30]=[CH:31][CH:32]=2)=[N:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH:29]1[CH:30]=[CH:31][CH:32]=[C:28]1[C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[C:13]([O:17][P:18]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)(=[O:19])[O:26][CH3:27])[CH:12]=2)[NH:8][N:9]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86598870HCID 86598870, compound

Product 1

HCID 136055991HCID 136055991, compoundYield 76.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

39 mg of 3-(1-tert-butoxycarbonyl-1H-pyrrol-2-yl)-5-(methoxyphenyl-phosphinoyloxy)indazole-1-carboxylic acid tert-butyl ester are dissolved in 0.5 ml of dichloromethane and then 0.5 ml of trifluoroacetic acid is added. The solution is stirred at ambient temperature for approximately two hours. The solvent is evaporated off under reduced pressure in a rotary evaporator. The reaction crude is purified by preparative LC/MS to obtain 19 mg of phenylphosphonic acid methyl ester 3-(1H-pyrrol-2-yl)-1H-indazol-5-yl ester as a trifluoroacetate salt.

Workup

  1. customThe solvent is evaporated off under reduced pressure in a rotary evaporator
  2. customThe reaction crude
  3. customis purified by preparative LC/MS

Sources & evidence

ORD record
ord-32ce0a645e4c45e2988447ae026d6c16
Source dataset
uspto-grants-2009_02
Patent number
US07491710B2

Reaction notes

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