Chloride → HCID 22175557, compound

HRID 1797591Notes

Reaction equation

HRID 1797591 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[N:10]([CH2:33][CH:34]([CH3:36])[CH3:35])[C:11](=[O:32])[C:12]2[C:17]([C:18]=1[O:19][CH2:20][CH2:21][CH2:22][C:23]([F:26])([F:25])[F:24])=[CH:16][C:15]([O:27][CH2:28][C:29]([NH2:31])=[O:30])=[CH:14][CH:13]=2)(C)(C)C.[H][H].[Cl-:40]>C(OCC)(=O)C>[ClH:40].[NH2:7][CH2:8][C:9]1[N:10]([CH2:33][CH:34]([CH3:36])[CH3:35])[C:11](=[O:32])[C:12]2[C:17]([C:18]=1[O:19][CH2:20][CH2:21][CH2:22][C:23]([F:26])([F:25])[F:24])=[CH:16][C:15]([O:27][CH2:28][C:29]([NH2:31])=[O:30])=[CH:14][CH:13]=2

Participants

5

Reactant 3

HCID 312ChlorideHCID 22175700HCID 22175700, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22175557HCID 22175557, compoundYield 93.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of tert-butyl[6-(2-amino-2-oxoethoxy)-2-isobutyl-4-(4,4,4-trifluorobutoxy)-1-oxo-1,2-dihydro-3-isoquinolinyl]methylcarbamate (0.18 g, 0.35 mmol) in ethyl acetate (5 mL) was added a solution of 4N hydrogen, chloride in ethyl acetate (5 mL) and the obtained solution was stirred at room temperature for 2 h. The reaction mixture was concentrated under reduced pressure, and the precipitated crystals were recrystallized from methanol-diisopropyl ether to give 2-[[3-(aminomethyl)-2-isobutyl-1-oxo-4-(4,4,4-trifluorobutoxy)-1,2-dihydro-6-isoquinolinyl]oxy]acetamide hydrochloride (0.15 g, 93.8%) as crystals.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe precipitated crystals were recrystallized from methanol-diisopropyl ether

Sources & evidence

ORD record
ord-9df51793788b4bb38a06fb91e0c68f06
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

Loading…