4-Amino-2-methoxy-5-nitrobenzoic acid → HCID 178493230, compound

HRID 1410263Notes

Reaction equation

HRID 1410263 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([NH2:12])[C:9]([N+:13]([O-:15])=[O:14])=[CH:8][C:4]=1[C:5]([OH:7])=O.[F:16][C:17]([F:26])([F:25])[C@H:18]1[CH2:23][CH2:22][C@H:21]([NH2:24])[CH2:20][CH2:19]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(Cl)Cl.CCO>CN(C=O)C>[F:16][C:17]([F:25])([F:26])[C@H:18]1[CH2:19][CH2:20][C@H:21]([NH:24][C:5](=[O:7])[C:4]2[CH:8]=[C:9]([N+:13]([O-:15])=[O:14])[C:10]([NH2:12])=[CH:11][C:3]=2[O:2][CH3:1])[CH2:22][CH2:23]1

Participants

6

Reactant 4

HCID 1010164-Amino-2-methoxy-5-nitrobenzoic acidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 21584144Dichloromethane ethanolHCID 178511531HCID 178511531, compound

Product 1

HCID 178493230HCID 178493230, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The sub-title compound was prepared from 2-methoxy-4-amino-5-nitro benzoic acid and trans-4-trifluoromethyl-cyclohexylamine with TBTU and TEA in DMF in analogy to example 3e._Yield: quantitative; TLC: silica gel, DCM/EtOH 9:1, Rf=0.68.

Sources & evidence

ORD record
ord-ad3b5a80e71b4055b0b02bfc67d59ed3
Source dataset
uspto-grants-2014_12
Patent number
US08921405B2

Reaction notes

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