Hydrochloric Acid → 5-Methoxy-[1,2,5]triazepane hydrochloride salt
Reaction equation
[ClH:1].C(OC([N:9]1[CH2:15][CH2:14][N:13]([O:16][CH3:17])[CH2:12][CH2:11][N:10]1C(OC(C)(C)C)=O)=O)(C)(C)C.Cl.O1CCOCC1>C(OCC)(=O)C>[ClH:1].[CH3:17][O:16][N:13]1[CH2:14][CH2:15][NH:9][NH:10][CH2:11][CH2:12]1Participants
Conditions
- Temperature
- 90 °C
Procedure
A solution of 5-methoxy-[1,2,5]triazepane-1,2-dicarboxylic acid di-tert-butyl ester in diethyl ether was treated with gaseous hydrogen chloride to generate a white precipitate. The solid was filtered, washed with diethyl ether and dried to afford 5-methoxy-[1,2,5]triazepane-1,2-dicarboxylic acid di-tert-butyl ester hydrochloride salt. To a suspension of 5-methoxy-[1,2,5]triazepane-1,2-dicarboxylic acid di-tert-butyl ester hydrochloride salt (2.5 g, 6.8 mmol) in ethyl acetate (10 ml) was added a solution of hydrogen chloride in 1,4-dioxane (4 M, 9 ml, 36.0 mmol) at room temperature dropwise. The reaction mixture was heated at 90° C. for one hour, the solvent evaporated, the residue washed with diethyl ether and dried in vacuo. Yield: 1.4 g of 5-methoxy-[1,2,5]triazepane hydrochloride salt (compound P4.2) as a yellowish solid, this material was used without further purification.
Workup
- customthe solvent evaporated
- washthe residue washed with diethyl ether
- customdried in vacuo
- customYield: 1.4 g of 5-methoxy-[1,2,5]triazepane hydrochloride salt (compound P4.2) as a yellowish solid, this material was used without further purification
Sources & evidence
- ORD record
- ord-8c9e8fabc04f4d9ea187ee32a5cdca92
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09282743B2
Reaction notes
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