Triethylamine → 1-(6-Fluoro-3-nitro-2-pyridinyl)-4-carbobenzoxypiperazine-2-carboxylic acid

HRID 28227Notes

Reaction equation

HRID 28227 reaction equation
F[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([F:11])[N:3]=1.Cl.[C:13]([N:23]1[CH2:28][CH2:27][NH:26][CH:25]([C:29]([OH:31])=[O:30])[CH2:24]1)([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14].C(N(CC)CC)C>CS(C)=O>[F:11][C:4]1[N:3]=[C:2]([N:26]2[CH2:27][CH2:28][N:23]([C:13]([O:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:14])[CH2:24][CH:25]2[C:29]([OH:31])=[O:30])[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 113895462,6-Difluoro-3-nitropyridineHCID 450726774-((Benzyloxy)carbonyl)piperazine-2-carboxylic acid hydrochloride

Product 1

HCID 233397701-(6-Fluoro-3-nitro-2-pyridinyl)-4-carbobenzoxypiperazine-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In a similar procedure to that described in Example 1, from 6.0 g. of 2,6-difluoro-3-nitropyridine, 9.0 g. of 4-carbobenzoxypiperazine-2-carboxylic acid, hydrochloride, 20 ml. of triethylamine and 150 ml. of dimethyl sulfoxide, there is obtained 14 g. of the title product as a viscous orange glass. Thin layer chromatographic analysis of this material shows essentially one spot.

Sources & evidence

ORD record
ord-765a3e619fa94e118f1a924523015681
Source dataset
uspto-grants-1980_09
Patent number
US04225713

Reaction notes

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