Hydrochloric Acid → 1-(2-methoxyphenyl)-1,4-diazepane HCl

HRID 1750095Notes

Reaction equation

HRID 1750095 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH2:16][CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH2:11]1>CCOC(C)=O>[ClH:1].[CH3:2][O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH2:16][CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66631820Tert-butyl 4-(2-methoxyphenyl)-1,4-diazepane-1-carboxylate

Product 1

HCID 190955641-(2-methoxyphenyl)-1,4-diazepane HClYield 64%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

Excess HCl in EtOAc was added dropwise to a solution of intermediate 28 (396 mg, 1.29 mmol) in EtOAc and the reaction mixture was stirred at rt for 1.5 h. Filtration gave 1-(2-methoxyphenyl)-1,4-diazepane hydrochloride (intermediate 29) (200 mg, 64%) as a white solid.

Workup

  1. filtrationFiltration

Sources & evidence

ORD record
ord-1478769cf76142c987f8b135e5bc79b3
Source dataset
uspto-grants-2015_10
Patent number
US09156822B2

Reaction notes

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