Dimethyl Sulfate → Apovincamine methylsulfate

HRID 1112368Notes

Reaction equation

HRID 1112368 reaction equation
[CH3:1][CH2:2][C@:3]12[CH:19]=[C:18]([C:20]([O:22][CH3:23])=[O:21])[N:17]3[C:9]4=[C:10]([CH2:24][CH2:25][N:7]([C@@H:8]14)[CH2:6][CH2:5][CH2:4]2)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=13.[S:26]([O:31]C)([O:29][CH3:30])(=[O:28])=[O:27]>O>[CH3:1][CH2:2][C@:3]12[CH:19]=[C:18]([C:20]([O:22][CH3:23])=[O:21])[N:17]3[C:9]4=[C:10]([CH2:24][CH2:25][N:7]([C@@H:8]14)[CH2:6][CH2:5][CH2:4]2)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=13.[CH3:30][O:29][S:26]([O-:31])(=[O:28])=[O:27]

Participants

4

Reactant 2

HCID 6497Dimethyl SulfateHCID 71204Apovincamine

Product 1

HCID 86736091Apovincamine methylsulfate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7.3 g of salt are prepared, likewise the preceding example, starting from 6.73 g (2.10-2 moles) of apovincamine and from about 2 mls of dimethyl sulfate. The final product has a melting point of 280° C. and is water soluble but poorly soluble in alcohol.

Sources & evidence

ORD record
ord-e8f80040ac614609b630a88a110d2665
Source dataset
uspto-grants-1978_10
Patent number
US04122179

Reaction notes

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