Ethyl trifluoroacetate → HCID 59339621, compound

HRID 13151Notes

Reaction equation

HRID 13151 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3](O)=[O:4].FC(F)(F)C(O)=O.[F:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[C:30]3[C:25](=[CH:26][C:27]([O:31][C@H:32]([C:36]4[CH:37]=[N:38][C:39]5[C:44]([CH:45]=4)=[CH:43][CH:42]=[CH:41][CH:40]=5)[C@@H:33]([NH2:35])[CH3:34])=[CH:28][CH:29]=3)[CH:24]=[N:23]2)=[CH:18][CH:17]=1.CN(C)C(N(C)C)=N.FC(F)(F)C(OCC)=O>CO>[F:1][C:2]([F:7])([F:6])[C:3]([NH:35][C@@H:33]([CH3:34])[C@H:32]([O:31][C:27]1[CH:26]=[C:25]2[C:30](=[CH:29][CH:28]=1)[N:22]([C:19]1[CH:18]=[CH:17][C:16]([F:15])=[CH:21][CH:20]=1)[N:23]=[CH:24]2)[C:36]1[CH:37]=[N:38][C:39]2[C:44]([CH:45]=1)=[CH:43][CH:42]=[CH:41][CH:40]=2)=[O:4]

Participants

5

Reactant 3

HCID 9794Ethyl trifluoroacetateHCID 664601,1,3,3-TetramethylguanidineHCID 86622772(1R,2S)-1-(1-(4-fluorophenyl)-1H-indazol-5-yloxy)-1-(quinolin-3-yl)propan-2-amine bis(2,2,2-trifluoroacetate)

Product 1

HCID 59339621HCID 59339621, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(1R,2S)-1-(1-(4-fluorophenyl)-1H-indazol-5-yloxy)-1-(quinolin-3-yl)propan-2-amine bis(2,2,2-trifluoroacetate) (65 mg, 0.10 mmol) was dissolved in MeOH (1.5 mL), 1,1,3,3-tetramethylguanidine (0.064 mL, 0.51 mmol) and ethyl trifluoroacetate (0.242 mL, 2.03 mmol) was added, the reaction mixture was stirred at r.t. for 2.5 h. Solvent was removed by evaporation and the residual material was purified by HPLC. Fractions was freezedried to give the product as a colourless powder. Yield 35 mg (67%)

Workup

  1. customSolvent was removed by evaporation
  2. customthe residual material was purified by HPLC
  3. customFractions was freezedried

Sources & evidence

ORD record
ord-dfb8e3315d174eeca202501ad931ce35
Source dataset
uspto-grants-2010_06
Patent number
US07728030B2

Reaction notes

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