Trifluoroacetic acid → HCID 73388515, compound

HRID 523046Notes

Reaction equation

HRID 523046 reaction equation
CC1(C)[O:6][CH:5]([CH2:7][N:8]2[CH:12]=[C:11]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][CH:22]=3)[CH:19]=[N:18][C:17]([NH:23][C:24]3[CH:29]=[CH:28][C:27]([C:30]5[N:34]([CH3:35])[C:33]([CH3:36])=[N:32][CH:31]=5)=[CH:26][C:25]=3[O:37][CH3:38])=[CH:16]4)[CH:10]=[N:9]2)[CH2:4][O:3]1.C(O)(C(F)(F)F)=O>C1COCC1>[CH3:35][N:34]1[C:30]([C:27]2[CH:28]=[CH:29][C:24]([NH:23][C:17]3[N:18]=[CH:19][C:20]4[C:15]([CH:16]=3)=[CH:14][C:13]([C:11]3[CH:10]=[N:9][N:8]([CH2:7][CH:5]([OH:6])[CH2:4][OH:3])[CH:12]=3)=[CH:22][CH:21]=4)=[C:25]([O:37][CH3:38])[CH:26]=2)=[CH:31][N:32]=[C:33]1[CH3:36]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 73388518HCID 73388518, compound

Product 1

HCID 73388515HCID 73388515, compoundYield 97.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 6-(1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-1H-pyrazol-4-yl)-N-(4-(1,2-dimethyl-1H-imidazol-5-yl)-2-methoxyphenyl)isoquinolin-3-amine (Example 40, 20 mg, 0.038 mmol) in THF (8 mL) at 0° C. was added TFA (1 mL). the reaction was stirred at room temperature for 16 hours before concentrating in vacuo. The residue was purified by elution through an SCX-2 column using 2M NH3/MeOH to afford the title compound (18 mg, 97%).

Workup

  1. concentrationbefore concentrating in vacuo
  2. customThe residue was purified by elution through an SCX-2 column

Sources & evidence

ORD record
ord-5f4f0b66478f4c16ab38bb434927a383
Source dataset
uspto-grants-2016_05
Patent number
US09334286B2

Reaction notes

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