Trifluoroacetic acid → HCID 23156875, compound

HRID 1098298Notes

Reaction equation

HRID 1098298 reaction equation
FC(F)(F)C(O)=O.[OH:8][CH:9]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]2[CH:24]=[C:23]3[C:18]([CH:19]=[C:20]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=4[N:32]4[CH2:37][CH2:36][N:35](C(OC(C)(C)C)=O)[CH2:34][CH2:33]4)[NH:21][C:22]3=[O:25])=[CH:17][CH:16]=2)[CH2:10]1>ClCCl>[OH:8][CH:9]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]2[CH:24]=[C:23]3[C:18]([CH:19]=[C:20]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=4[N:32]4[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]4)[NH:21][C:22]3=[O:25])=[CH:17][CH:16]=2)[CH2:10]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 23156739HCID 23156739, compound

Product 1

HCID 23156875HCID 23156875, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (0.2 ml) was added to a dichloromethane solution (0.3 ml) containing 11.5 mg (0.0227 mmol) of t-butyl 4-{2-[7-(3-hydroxypiperidin-1-yl)-1-oxo-1,2-dihydroisoquinolin-3-yl]phenyl}piperazin-1-carboxylate obtained in Example 101. The obtained mixture was stirred at a room temperature for 30 minutes. Thereafter, the solvent was distilled away under reduced pressure. The obtained residue was purified using BondElute NH2 (register trade mark; Varian; 1 g; dichloromethane:methanol=20:1), so as to obtain 8.9 mg (97%) of 7-(3-hydroxypiperidin-1-yl)-3-(2-piperazin-1-ylphenyl)-2H-isoquinolin-1-one in the form of a yellow solid.

Workup

  1. distillationThereafter, the solvent was distilled away under reduced pressure
  2. customThe obtained residue was purified

Sources & evidence

ORD record
ord-765f987c4485426d9526efd2d90bf283
Source dataset
uspto-grants-2012_03
Patent number
US08143274B2

Reaction notes

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