2-Aminonicotinic acid → HCID 478657, compound

HRID 1756580Notes

Reaction equation

HRID 1756580 reaction equation
NC1N=CC=CC=1C(O)=O.[C:11]([C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[NH:21][C:20](=O)[C:19]2=[O:26])([O:13][CH2:14][CH3:15])=[O:12].F[C:28]1[CH:29]=[C:30]2[C:34](=[CH:35][CH:36]=1)[NH:33]C(=O)[C:31]2=[O:38]>>[C:11]([C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[N:21]1[C:20](=[N:33][C:34]3[C:30]([C:31]1=[O:38])=[CH:29][CH:28]=[CH:36][CH:35]=3)[C:19]2=[O:26])([O:13][CH2:14][CH3:15])=[O:12]

Participants

4

Reactant 3

HCID 729302-Aminonicotinic acidHCID 2365665-FluoroisatinHCID 12351494HCID 12351494, compound

Product 1

HCID 478657HCID 478657, compoundYield 30%

Procedure

Using the procedure in Example 56 and substituting 2-aminobenzoic acid for 2-aminonicotinic acid and 5-carboethoxyisatin for 5-fluoroisatin gave the title compound in 30% yield: mp 270.5°-272.7° C.; 1H NMR (300 MHz, CDCl3) δ 8.71 (d, 1H) 8.59 (s, 1H) 8.42-8.54 (m, 2H) 8.05 (d, 1H) 7.84-7.94 (m, 1H) 7.66-7.76 (m, 1H) 4.38-4.5 (m, 2H) 1.4-1.5 (m, 3H).

Sources & evidence

ORD record
ord-26c3271cf20b41ba951daae43109d8e6
Source dataset
uspto-grants-1995_08
Patent number
US05441955

Reaction notes

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