Diethyl Carbonate → Ivabradine impurity 9

HRID 2169117Notes

Reaction equation

HRID 2169117 reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:8](=[CH:9][C:10]=1[O:11][CH3:12])[CH:7]([CH2:13][NH2:14])[CH2:6]2.[C:15](=O)([O:19]CC)[O:16][CH2:17][CH3:18]>CC1OCCC1>[CH2:17]([O:16][C:15](=[O:19])[NH:14][CH2:13][C@H:7]1[CH2:6][C:5]2[C:8]1=[CH:9][C:10]([O:11][CH3:12])=[C:3]([O:2][CH3:1])[CH:4]=2)[CH3:18]

Participants

4

Reactant 2

HCID 7766Diethyl Carbonate

HCID 423512(3,4-Dimethoxy-bicyclo[4.2.0]octa-1,3,5-trien-7-yl)-methylamine

Product 1

HCID 23590135Ivabradine impurity 9

Reagents, catalysts & solvents 1

HCID 73012-MethyltetrahydrofuranSolvent

Procedure

5 mg of 1-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methanamine and 12.6 mg (10 eq) of diethyl carbonate are dissolved in 2-MeTHF.

Sources & evidence

ORD record: ord-4c2239621b654b839d32fd82a1c9ed0a
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09045788B2

Reaction notes

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