Hydrochloric Acid → 5-Amino-1-methyl-1,2-dihydropyridin-2-one hydrochloride

HRID 1925334Notes

Reaction equation

HRID 1925334 reaction equation
[CH3:1][N:2]1[C:7](=[O:8])[CH:6]=[CH:5][C:4]([NH:9]C(=O)OC(C)(C)C)=[CH:3]1.[ClH:17]>O1CCOCC1>[ClH:17].[NH2:9][C:4]1[CH:5]=[CH:6][C:7](=[O:8])[N:2]([CH3:1])[CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15185799tert-Butyl (1-methyl-6-oxo-1,6-dihydropyridin-3-yl)carbamate

Product 1

HCID 457916055-Amino-1-methyl-1,2-dihydropyridin-2-one hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

To a stirred solution of tert-butyl 1-methyl-6-oxo-1,6-dihydropyridin-3-ylcarbamate (1.20 g, 5.35 mmol) in dioxane (15 mL) at RT was added HCl (4M in dioxane, 5.35 mL, 21.4 mmol). The reaction mixture was heated at 70° C. for 9 h, cooled to RT and filtered to give the title compound.

Workup

  1. temperaturecooled to RT
  2. filtrationfiltered

Sources & evidence

ORD record
ord-47c2908b888c4251ad74288607878f95
Source dataset
uspto-grants-2012_05
Patent number
US08178557B2

Reaction notes

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