Methanol → N-{(S)-1-[4-(5-Methoxy-3,4-dihydro-1H-isoquinolin-2-ylmethyl)-phenyl]-ethyl}-acetamide

HRID 524020Notes

Reaction equation

HRID 524020 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][N:8]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C@@H:21]([NH2:23])[CH3:22])=[CH:17][CH:16]=1)[CH2:9]2.[C:24](OC(=O)C)(=[O:26])[CH3:25].CO>C(Cl)Cl>[CH3:2][O:3][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][N:8]([CH2:14][C:15]1[CH:16]=[CH:17][C:18]([C@@H:21]([NH:23][C:24](=[O:26])[CH3:25])[CH3:22])=[CH:19][CH:20]=1)[CH2:9]2

Participants

5

Reactant 3

HCID 887MethanolHCID 7918Acetic AnhydrideHCID 118939145(S)-1-[4-(5-methoxy-3,4-dihydro-1H-isoquinolin-2-ylmethyl)-phenyl]-ethylamine hydrochloride

Product 1

HCID 118939067N-{(S)-1-[4-(5-Methoxy-3,4-dihydro-1H-isoquinolin-2-ylmethyl)-phenyl]-ethyl}-acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 80 mg (0.24 mmol) (S)-1-[4-(5-methoxy-3,4-dihydro-1H-isoquinolin-2-ylmethyl)-phenyl]-ethylamine hydrochloride (example XXXIII.2) in 2.0 mL DCM are added 67 μL (0.48 mmol) TEA and 34 μL (0.26 mmol) acetic anhydride and the resulting mixture is stirred at r.t. over night. 200 μL MeOH are added and the reaction mixture is purified by HPLC.

Workup

  1. customthe reaction mixture is purified by HPLC

Sources & evidence

ORD record
ord-3a69f5ee5643479e9bcdfcd9760f310e
Source dataset
uspto-grants-2016_05
Patent number
US09340510B2

Reaction notes

Loading…