1-[(methylamino)methyl]cyclopropan-1-ol hydrochloride synthesis

Yield:1574118-06-1 72%

Reaction Conditions:

with borane-THF in diethyl ether; for 2.5 h;Reflux;

Steps:

1.2.2 Step 2: 1-((Methylamino)methyl)cyclopropanol hydrochloride (AMN-24)

To a solution of 1-hydroxy-N-methylcyclopropanecarboxamide (110 mg, 0.955 mmol) in dry Et₂O (2 mL) was added 1M BH₃ in THF (4.78 mL, 4.78 mmol).
The reaction mixture was refluxed for 2.5 h, cooled to room temperature and quenched with MeOH (0.5 mL).
1M HCl in Et₂O (9.55 mL, 9.55 mmol) was added dropwise and the mixture stirred for 1.5 h.
The solids were filtered off and transferred into a flask and co-evaporated with Et₂O to afford 94 mg (72%) of AMN-24 as a colorless glass like solid.

References:

US2014/66426,2014,A1 Location in patent:Paragraph 0712; 0714