1,2,3,4-Tetrahydroisoquinoline → HCID 86728090, compound

HRID 2202645Notes

Reaction equation

HRID 2202645 reaction equation
[O:1]1[CH2:3][CH:2]1[CH2:4][N:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][C:6]1=[O:18].[CH2:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22][CH2:21][NH:20]1>CCO>[CH2:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22][CH2:21][N:20]1[CH2:3][CH:2]([OH:1])[CH2:4][N:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][C:6]1=[O:18]

Participants

4

Reactant 2

HCID 70461,2,3,4-TetrahydroisoquinolineHCID 86728089HCID 86728089, compound

Product 1

HCID 86728090HCID 86728090, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
120 °C

Procedure

To a solution of tert-butyl 4-(oxiran-2-ylmethyl)-3-oxopiperazine-1-carboxylate (400 mg, 1.56 mmol) in EtOH (1 mL) was added 1,2,3,4-tetrahydroisoquinoline (207 mg, 1.56 mmol). The mixture was heated under microwave conditions at 120° C. for 0.5 h and concentrated. The crude product was used without further purification. (600 mg, yield 98%) MS (ESI+) e/z: 390.2 [M+1]+.

Workup

  1. concentrationconcentrated
  2. customThe crude product was used without further purification

Sources & evidence

ORD record
ord-9303f28470a3421bb261fb9e51250e80
Source dataset
uspto-grants-2016_06
Patent number
US09365555B2

Reaction notes

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