Hydrochloric Acid → Amantadine

HRID 84161Notes

Reaction equation

C[C:2]12[CH2:11][C:9]3([NH2:12])[CH2:10][CH:4]([CH2:5][C:6](C)([CH2:8]3)[CH2:7]1)[CH2:3]2.Cl.Cl>>[C:9]12([NH2:12])[CH2:10][CH:4]3[CH2:3][CH:2]([CH2:7][CH:6]([CH2:5]3)[CH2:8]1)[CH2:11]2

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 181458Memantine Hydrochloride

Product 1

HCID 2130AmantadineYield 5%

Procedure

In a manner similar to the preparation of the compound of formula DC in Example 13, the compound of formula SA was prepared except that the compound of formula EC was used in place of the compound of formula DB and memantine hydrochloride (i.e., the hydrochloride of 1-amine-3,5-dimethyl-adamantane, Sigma-Aldrich) was used in place of 1-adamantylamine (yield 5%).

Workup

customIn a manner similar to the preparation of the compound of formula DC in Example 13
customthe compound of formula SA was prepared except that the compound of formula EC

Sources & evidence

ORD record: ord-f0a521b1817848ec8f98d8414288354d
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08846929B2

Reaction notes

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