4-Amino-2-fluoro-5-nitrobenzoic acid → HCID 178507810, compound

HRID 410107Notes

Reaction equation

HRID 410107 reaction equation
[F:1][C:2]([F:24])([F:23])[C@H:3]1[CH2:8][CH2:7][C@H:6]([NH:9][C:10](=[O:22])[C:11]2[CH:16]=[C:15]([N+:17]([O-])=O)[C:14]([NH2:20])=[CH:13][C:12]=2[F:21])[CH2:5][CH2:4]1.FC1C=C(N)C([N+]([O-])=O)=CC=1C(O)=O.FC(F)(F)[C@H]1CC[C@H](N)CC1>[Pd]>[F:24][C:2]([F:1])([F:23])[C@H:3]1[CH2:4][CH2:5][C@H:6]([NH:9][C:10](=[O:22])[C:11]2[CH:16]=[C:15]([NH2:17])[C:14]([NH2:20])=[CH:13][C:12]=2[F:21])[CH2:7][CH2:8]1

Participants

5

Reactant 3

HCID 597853374-Amino-2-fluoro-5-nitrobenzoic acidHCID 178507811HCID 178507811, compoundHCID 178511531HCID 178511531, compound

Product 1

HCID 178507810HCID 178507810, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The subtitle compound is prepared from N-(trans-4-trifluoromethyl-cyclohex-1-yl)-2-fluoro-4-amino-5-nitro-benzoic acid amide (prepared from 2-fluoro-4-amino-5-nitro-benzoic acid, trans-4-trifluoromethyl-cyclohexylamine in analogy to the example 2d) with Pd/C and H2 in analogy to example 1f.

Sources & evidence

ORD record
ord-2d917c0f074240128f86962b8b9c77fb
Source dataset
uspto-grants-2014_06
Patent number
US08759537B2

Reaction notes

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