Trifluoroacetic acid → HCID 136596982, compound

HRID 1476841Notes

Reaction equation

HRID 1476841 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][NH:14][C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[C:17]([C:25]2[NH:29][C:28](=[O:30])[NH:27][N:26]=2)[N:16]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][NH:14][C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[C:17]([C:25]2[NH:29][C:28](=[O:30])[NH:27][N:26]=2)[N:16]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 136596929HCID 136596929, compound

Product 1

HCID 136596982HCID 136596982, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To crude (S)-tert-butyl-2-(((3-(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)isoquinolin-1-yl)amino)methyl)pyrrolidine-1-carboxylate (653 mg) suspended in DCM (3 mL) was added TFA (2 mL). The mixture was stirred for 2 hours and then concentrated. The product was purified by preparative HPLC eluting with a gradient of 5-30% ACN in water (acid mode) to give the title compound.

Workup

  1. concentrationconcentrated
  2. customThe product was purified by preparative HPLC
  3. washeluting with a gradient of 5-30% ACN in water (acid mode)

Sources & evidence

ORD record
ord-b41b7f3e35564f9dbd92d94c326d8b42
Source dataset
uspto-grants-2016_08
Patent number
US09402841B2

Reaction notes

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