HCID 22175179, compound → HCID 22176008, compound

HRID 1797571Notes

Reaction equation

HRID 1797571 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[C:15](=[O:19])[N:14]([CH2:20][CH:21]([CH3:23])[CH3:22])[C:13]([C:24]([O:26]C(C)(C)C)=[O:25])=[C:12]2[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>FC(F)(F)C(O)=O>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[C:15](=[O:19])[N:14]([CH2:20][CH:21]([CH3:23])[CH3:22])[C:13]([C:24]([OH:26])=[O:25])=[C:12]2[C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 22175179HCID 22175179, compound

Product 1

HCID 22176008HCID 22176008, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of tert-butyl 6-benzyloxy-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-3-isoquinolinecarboxylate (9.03 g, 25 mmol) in trifluoroacetic acid (30 mL) was stirred at room temperature for 3 h. The reaction mixture was concentrated under reduced pressure and the obtained crystals were recrystallized from ethyl acetate-diisopropyl ether to give 6-benzyloxy-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-3-isoquinolinecarboxylic acid (3.50 g, 82.0%) as crystals.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe obtained crystals were recrystallized from ethyl acetate-diisopropyl ether

Sources & evidence

ORD record
ord-9b04b2d671a14202b07f6bf1abc32407
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

Loading…