6-Methoxy-2-(4-methyl-2-propyl-imidazol-1-yl)-3-nitro-pyridine → 6-methoxy-2-(4-methyl-2-propyl-1H-imidazol-1-yl)pyridin-3-amine

HRID 1986602Notes

Reaction equation

[CH3:1][O:2][C:3]1[N:8]=[C:7]([N:9]2[CH:13]=[C:12]([CH3:14])[N:11]=[C:10]2[CH2:15][CH2:16][CH3:17])[C:6]([N+:18]([O-])=O)=[CH:5][CH:4]=1>C(O)C>[NH2:18][C:6]1[C:7]([N:9]2[CH:13]=[C:12]([CH3:14])[N:11]=[C:10]2[CH2:15][CH2:16][CH3:17])=[N:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1

Participants

Conditions

Temperature: 40 °C

Procedure

To a solution prepared of 138.2 g 6-methoxy-2-(4-methyl-2-propyl-imidazol-1-yl)-3-nitro-pyridine and 900 ml ethyl alcohol 4 g palladium-charcoal were added. The reaction mixture was heated to 40° C. and then hydrogenated under pressure (10 to 15 bar). At room temperature the catalyst was filtrated off and the filtrate was evaporated. To the solid residue 150 ml methyl tert.-butyl ether (MTBE) were added. After stirring for 30 minutes the product was collected by filtration, washed with 50 ml MTBE for 2 times and dried in a dry box with vacuum (40° C.).

Workup

additionwere added
filtrationAt room temperature the catalyst was filtrated off
customthe filtrate was evaporated
additionTo the solid residue 150 ml methyl tert.-butyl ether (MTBE) were added
filtrationwas collected by filtration
washwashed with 50 ml MTBE for 2 times
customdried in a dry box with vacuum (40° C.)

Sources & evidence

ORD record: ord-7f668c41059f41debe9f6183c97f844a
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07550465B2

Reaction notes

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