Hydrazine → Methyl 6-amino-4-chloropyridine-2-carboxylate

HRID 1740943

Reaction equation

HRID 1740943 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[N:5]=[C:4](C(OC)=O)[CH:3]=1.[NH2:16]N>>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[N:5]=[C:4]([NH2:16])[CH:3]=1

Participants

3

Reactant 2

HCID 9321HydrazineHCID 2378452,6-Dimethyl 4-chloropyridine-2,6-dicarboxylate

Product 1

HCID 9899037Methyl 6-amino-4-chloropyridine-2-carboxylate

Procedure

4-Chloropyridine-2,6-dicarboxylic acid, dimethyl ester (230 mg, 1 mmol) was converted to the monoacyl hydrazide by adding one-half equivalent of anyhydrous hydrazine. The monohydrazide was converted to the monoacyl azide by the methodology described in step B of Example 35. The title compound was obtained by applying the methodology described in step C of Example 35.

Sources & evidence

ORD record
ord-2efef7372d9341a2ae44ac5686064290
Source dataset
uspto-grants-1999_10
Patent number
US05972975

Linked notes

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