Methyl 4-methoxybutanoate → HCID 66888453, compound

Reaction equation

[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][NH2:9])=[N:6][CH:7]=1.[CH3:10][O:11][CH2:12][CH2:13][CH2:14][C:15](OC)=O>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:15]([CH2:14][CH2:13][CH2:12][O:11][CH3:10])=[N:9][N:8]=2)[CH:7]=1

Participants

Reactant 2

HCID 542317Methyl 4-methoxybutanoate

HCID 115356995-Bromo-2-hydrazinopyridine

Product 1

HCID 66888453HCID 66888453, compound

Procedure

A mixture of 18.80 g of (5-bromopyridin-2-yl)hydrazine [77992-44-0] and 14.54 g of methyl 4-methoxybutyrate [29006-01-7] is heated to reflux over 16 hours. The reaction solution is subsequently cooled and purified by means of flash chromatography (SiO2 60F). The title compound is identified on the basis of the Rf value.

Workup

temperatureis heated
temperatureto reflux over 16 hours
temperatureThe reaction solution is subsequently cooled
custompurified by means of flash chromatography (SiO2 60F)

Sources & evidence

ORD record: ord-5ff049fd4acc42c1a6ba190671a246db
Source dataset: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07868036B2

Reaction notes

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