2-Aminopyridine → HCID 718006, compound

HRID 1925398Notes

Reaction equation

HRID 1925398 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][C:4]=1[N+:12]([O-:14])=[O:13].[NH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1.CCN(C(C)C)C(C)C>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)=[O:8])=[CH:5][C:4]=1[N+:12]([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 104392-AminopyridineHCID 81531DiisopropylethylamineHCID 123754634-Methoxy-3-nitrobenzoyl chloride

Product 1

HCID 718006HCID 718006, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-methoxy-3-nitrobenzoyl chloride (1.08 g, 0.005 mol), 2-aminopyridine (0.94 g, 0.01 mol) and DIPEA (1.8 mL, 0.01 mol) were allowed to stir in DCM (10 mL) for 48 h to form 4-methoxy-3-nitro-N-(pyridin-2-yl)benzamide. Intermediate was purified via silica column chromatography using 0 to 100% EtOAc in hexane.

Sources & evidence

ORD record
ord-7acff12ce8264646bbca0de5bcd1264e
Source dataset
uspto-grants-2012_05
Patent number
US08178557B2

Reaction notes

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