1-Benzyl-4-piperidone → 1-Benzyl-4-(2-amino-4-fluorophenylamino)-piperidine

HRID 1068162Notes

Reaction equation

HRID 1068162 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:15][C:16]1[CH:17]=[C:18]([NH2:23])[C:19]([NH2:22])=[CH:20][CH:21]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C1COCC1>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:22][C:19]2[C:18]([NH2:23])=[CH:17][C:16]([F:15])=[CH:21][CH:20]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 192201-Benzyl-4-piperidoneHCID 1645844-Fluorobenzene-1,2-diamineHCID 5049666Sodium triacetoxyborohydride

Product 1

HCID 211930651-Benzyl-4-(2-amino-4-fluorophenylamino)-piperidineYield 5.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared from 750 mg 1-benzyl-4-piperidone, 1.0 g of 4-fluoro-benzene-1,2-diamine and 1.0 g sodium triacetoxyborohydride in 10 mL of THF, using a procedure analogous to that described in Example 95, Step A to provide 70 mg of the title compound as a brown solid.

Sources & evidence

ORD record
ord-e51103e44a6a447387c2ef2dcae2561b
Source dataset
uspto-grants-2001_06
Patent number
US06248755B1

Reaction notes

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