Hydrochloric Acid → N-(2-aminoethyl)-3-phenoxypyridine-2-carboxamide hydrochloride

HRID 34938Notes

Reaction equation

HRID 34938 reaction equation
[O:1]([C:8]1[C:9]([C:14]([NH:16][CH2:17][CH2:18][NH:19]C(=O)OC(C)(C)C)=[O:15])=[N:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O.[ClH:34]>>[ClH:34].[NH2:19][CH2:18][CH2:17][NH:16][C:14]([C:9]1[C:8]([O:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:13][CH:12]=[CH:11][N:10]=1)=[O:15]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 13800228t-Butyl [2-(3-phenoxypyridine-2-carboxamido)ethyl]carbamate

Product 1

HCID 13800260N-(2-aminoethyl)-3-phenoxypyridine-2-carboxamide hydrochloride

Procedure

8.7 g of t-butyl [2-(3-phenoxypyridine-2-carboxamido)ethyl]carbamate were reacted with trifluoroacetic acid in an analogous manner to that described in Example 3, paragraph 2. The residue was converted into the hydrochloride which was recrystallized twice from ethanol/ether, whereby there was obtained N-(2-aminoethyl)-3-phenoxypyridine-2-carboxamide hydrochloride as white crystals, m.p. 180°-186°.

Workup

  1. customwas recrystallized twice from ethanol/ether

Sources & evidence

ORD record
ord-64f995007abf4ea6972aba508349a44e
Source dataset
uspto-grants-1988_08
Patent number
US04764522

Reaction notes

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