Hydrochloric Acid → 1-(6-(5-Bromo-1-methyl-2-oxo-1,2-dihydropyridin-3-ylamino)pyridin-3-yl)piperazin-2-one

HRID 1919139Notes

Reaction equation

HRID 1919139 reaction equation
Cl.[Br:2][C:3]1[CH:4]=[C:5]([NH:11][C:12]2[N:17]=[CH:16][C:15]([N:18]3[CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][C:19]3=[O:31])=[CH:14][CH:13]=2)[C:6](=[O:10])[N:7]([CH3:9])[CH:8]=1>O1CCOCC1>[Br:2][C:3]1[CH:4]=[C:5]([NH:11][C:12]2[N:17]=[CH:16][C:15]([N:18]3[CH2:23][CH2:22][NH:21][CH2:20][C:19]3=[O:31])=[CH:14][CH:13]=2)[C:6](=[O:10])[N:7]([CH3:9])[CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58043897Tert-Butyl 4-(6-(5-Bromo-1-methyl-2-oxo-1,2-dihydropyridin-3-ylamino)pyridin-3-yl)-3-oxopiperazine-1-carboxylate

Product 1

HCID 670162541-(6-(5-Bromo-1-methyl-2-oxo-1,2-dihydropyridin-3-ylamino)pyridin-3-yl)piperazin-2-oneYield 90%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
65 °C

Procedure

A 50-mL round-bottomed flask equipped with a magnetic stirrer and reflux condenser was charged with HCl in 1,4-dioxane (20 mL) and 332d (706 mg, 1.47 mmol). The mixture was stirred for at 65° C. for 6 h. It was then concentrated under reduced pressure to afford 332e as a yellow solid (500 mg, 90%). MS: [M+H]+ 379.

Workup

  1. customA 50-mL round-bottomed flask equipped with a magnetic stirrer
  2. temperaturereflux condenser
  3. concentrationIt was then concentrated under reduced pressure

Sources & evidence

ORD record
ord-46f3c68dd21b4dfa976b1b466a586924
Source dataset
uspto-grants-2013_12
Patent number
US08618107B2

Reaction notes

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