Hydrochloric Acid → 1-(4-Methylpyridin-2-YL)-1,4-diazepane dihydrochloride

HRID 1775336Notes

Reaction equation

HRID 1775336 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([N:8]2[CH2:14][CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]2)[CH:3]=1.[ClH:22]>C(Cl)Cl>[ClH:22].[ClH:22].[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([N:8]2[CH2:14][CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131734736Tert-butyl 4-(4-methylpyridin-2-yl)-1,4-diazepane-1-carboxylate

Product 1

HCID 898257101-(4-Methylpyridin-2-YL)-1,4-diazepane dihydrochlorideYield 101.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 4-(4-methyl-2-pyridyl)-1,4-diazepane-1-carboxylate (91 mg, 0.312 mmol) was dissolved in DCM under nitrogen. Hydrochloric acid (4N in dioxane, 1.56 ml, 6.25 mmol) was added and the mixture was stirred at room temperature overnight. The mixture was evaporated under reduced pressure to give 84 mg of a solid (quantitative). MS (ESI) m/z=192.2 [M+1]+.

Workup

  1. customThe mixture was evaporated under reduced pressure

Sources & evidence

ORD record
ord-a280c5f7ab0341599c4603ad1af6eb67
Source dataset
uspto-grants-2016_02
Patent number
US09260441B2

Reaction notes

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