1-Methylpiperazine → HCID 21995379, compound

HRID 1978046Notes

Reaction equation

HRID 1978046 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]=[C:13](C3C=C(C)NC=3C)[CH:12]=[CH:11][CH:10]=2)=[CH:5][CH:4]=1)=O.[CH3:22][N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1.C([BH3-])#[N:30].[Na+].Cl.NO.[2H]C(Cl)(Cl)Cl.CO[2H]>CO.C(O)C>[CH3:22][N:23]1[CH2:28][CH2:27][N:26]([CH2:1][C:3]2[CH:4]=[CH:5][C:6]([C:9]3[N:14]=[C:13]([NH2:30])[CH:12]=[CH:11][CH:10]=3)=[CH:7][CH:8]=2)[CH2:25][CH2:24]1

Participants

8

Reactant 5

HCID 531671-MethylpiperazineHCID 443297Hydroxyamine hydrochlorideHCID 5003444Sodium cyanoborohydrideHCID 54394888HCID 54394888, compoundHCID 131722572HCID 131722572, compound

Product 1

HCID 21995379HCID 21995379, compoundYield 43%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

Prepared from (6-(4-formylphenyl)2-(2,5-dimethylpyrrolyl)-pyridine (Example 112), using N-methylpiperazine with sodium cyanoborohydride in methanol in 43% yield, followed by deblocking using hydroxylamine hydrochloride in refluxing ethanol in 78% yield, mp 240-250° C. (dec.) as the hydrochloride salt.

Sources & evidence

ORD record
ord-1aa26a3d8ee14e64b5c799b199e88f85
Source dataset
uspto-grants-2001_05
Patent number
US06235747B1

Reaction notes

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