Methylamine → HCID 21948911, compound

Reaction equation

CO[C:3]([C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[NH2:15])[N:6]=1)=[O:4].[CH3:16][NH2:17]>>[CH3:16][NH:17][C:3]([C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[NH2:15])[N:6]=1)=[O:4]

Participants

Reactant 2

HCID 6329Methylamine

HCID 45089604Methyl 5-aminoquinoline-2-carboxylate

Product 1

HCID 21948911HCID 21948911, compound

Procedure

76 mg (0.376 mmol) of 5-aminoquinoline-2-carboxylic acid methyl ester is dissolved with 10 ml of a 2.0 M methanolic methylamine solution. After 90 minutes under reflux and another 16 hours at room temperature, the solvent is removed under reduced pressure, and the residue is purified on silica gel with hexane-ethyl acetate (0-80%). 72 mg (95% of theory) of the product is obtained.

Workup

customthe solvent is removed under reduced pressure
customthe residue is purified on silica gel with hexane-ethyl acetate (0-80%)
custom72 mg (95% of theory) of the product is obtained

Sources & evidence

ORD record: ord-190b2443319d4cdd99f5ad69883aa279
Source dataset: uspto-grants-2008_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07329753B2

Reaction notes

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