Benzoic acid, 4-amino-3-nitro- → HCID 68443031, compound

HRID 1163365Notes

Reaction equation

HRID 1163365 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[NH2:14][C:15]1[CH:23]=[C:22]2[C:18]([CH:19]=[N:20][NH:21]2)=[CH:17][CH:16]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C>[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH:14][C:15]2[CH:23]=[C:22]3[C:18]([CH:19]=[N:20][NH:21]3)=[CH:17][CH:16]=2)=[O:8])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

Participants

5

Reactant 3

HCID 74115Benzoic acid, 4-amino-3-nitro-HCID 814231H-Indazol-6-amineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Product 1

HCID 68443031HCID 68443031, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-Amino-3-nitrobenzoic acid (27 mmol) was coupled with 6-aminoindazole (30 mmol) using HBTU (30 mmol) in dry DMF as the solvent employing the general procedure D to afford 4-amino-N-(1H-indazol-6-yl)-3-nitrobenzamide which was used for further transformation without further purification.

Sources & evidence

ORD record
ord-fefd4d82adef4830824f07fd6505afd4
Source dataset
uspto-grants-2010_10
Patent number
US07820821B2

Reaction notes

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