Isatin → HCID 478672, compound

HRID 1756584Notes

Reaction equation

[NH2:1][C:2]1[N:10]=[CH:9][CH:8]=C[C:3]=1[C:4](O)=[O:5].[F:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][C:16](=O)[C:15]2=[O:22].[NH:23]1C2C(=CC=CC=2)C(=O)C1=O>>[F:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[N:17]1[C:16](=[N:1][C:2]3[C:3]([C:4]1=[O:5])=[N:23][CH:8]=[CH:9][N:10]=3)[C:15]2=[O:22]

Participants

Reactant 3

HCID 7054Isatin

HCID 729302-Aminonicotinic acid

HCID 2365665-Fluoroisatin

Product 1

HCID 478672HCID 478672, compoundYield 6%

Procedure

Using the procedure in Example 56, and substituting 3-aminopyrazine-2-carboxylic acid for 2-aminonicotinic acid and 5-fluoroisatin for isatin gave 79 mg (6%) of the title compound: mp 336° C. (dec); 1H NMR(DMSO-d6) δ 7.65-8.00 (m, 2H), 8.50 (s, 1H), 9.05-9.20 (m, 2H); MS (M+H)+ 269.

Sources & evidence

ORD record: ord-90242ca1d8024b3690d618536fe63623
Source dataset: uspto-grants-1995_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05441955

Reaction notes

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