Hydrochloric Acid → N-(2-aminoethyl)-3-methyl-4-nitropyridine-2-carboxamide hydrochloride

HRID 34939Notes

Reaction equation

HRID 34939 reaction equation
[CH3:1][C:2]1[C:3]([C:11]([NH:13][CH2:14][CH2:15][NH:16]C(=O)OC(C)(C)C)=[O:12])=[N:4][CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].FC(F)(F)C(O)=O.[ClH:31]>>[ClH:31].[NH2:16][CH2:15][CH2:14][NH:13][C:11]([C:3]1[C:2]([CH3:1])=[C:7]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:5][N:4]=1)=[O:12]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 13800234t-Butyl [2-(3-methyl-4-nitropyridine-2-carboxamido)ethyl]carbamate

Product 1

HCID 13800264N-(2-aminoethyl)-3-methyl-4-nitropyridine-2-carboxamide hydrochloride

Procedure

14.6 g of t-butyl [2-(3-methyl-4-nitropyridine-2-carboxamido)ethyl]carbamate were reacted with trifluoroacetic acid in an analogous manner to that described in Example 2, paragraph 2. The residue was converted into the hydrochloride which was recrystallized from methanol/ether, whereby there was obtained N-(2-aminoethyl)-3-methyl-4-nitropyridine-2-carboxamide hydrochloride as white crystals, m.p. 204°-205°.

Workup

  1. customwas recrystallized from methanol/ether

Sources & evidence

ORD record
ord-7a62725e4a4645b9b99a8ab2d75c13bc
Source dataset
uspto-grants-1988_08
Patent number
US04764522

Reaction notes

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