Methylhydrazine → HCID 57472499, compound

HRID 501396Notes

Reaction equation

[CH3:1][NH:2][NH2:3].[CH2:4]([N:8]1[C:12]([C:13](OCC)=[O:14])=[C:11]([CH:18]=O)[N:10]=[C:9]1[N:20]1[CH2:25][CH2:24][N:23]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:22][CH2:21]1)[C:5]#[C:6][CH3:7]>C(O)C>[CH2:4]([N:8]1[C:12]2[C:13](=[O:14])[N:2]([CH3:1])[N:3]=[CH:18][C:11]=2[N:10]=[C:9]1[N:20]1[CH2:25][CH2:24][N:23]([C:26]([O:28][C:29]([CH3:32])([CH3:30])[CH3:31])=[O:27])[CH2:22][CH2:21]1)[C:5]#[C:6][CH3:7]

Participants

Conditions

Temperature: 80 °C

Procedure

0.05 ml of methylhydrazine was added to a 2.5-ml ethanol solution of 0.055 g of t-butyl 4-[1-(2-butynyl)-5-ethoxycarbonyl-4-formyl-1H-imidazol-2-yl]piperazine-1-carboxylate. The mixture was stirred at 80° C. for 15 hours, and then heated at 130° C. for 14 hours. The reaction solution was concentrated under reduced pressure. Then, the residue was purified by silica gel column chromatography. Thus, 0.035 g of the title compound was obtained from the fraction eluted with hexane-ethyl acetate (1:1).

Workup

temperatureheated at 130° C. for 14 hours
concentrationThe reaction solution was concentrated under reduced pressure
customThen, the residue was purified by silica gel column chromatography

Sources & evidence

ORD record: ord-756938d5698646fea4884ff5faf0d9ff
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07772226B2

Reaction notes

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