2-amino-N-(-4-cyano-1-methyl-piperidin-4-yl)-3-cyclohexylpropionamide bis hydrochloride salt → HCID 178480339, compound

HRID 25251Notes

Reaction equation

HRID 25251 reaction equation
[NH:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[NH:3]1.Cl.Cl.N[CH:15]([CH2:28][CH:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1)[C:16]([NH:18][C:19]1([C:26]#[N:27])[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH2:20]1)=[O:17]>C1COCC1>[C:26]([C:19]1([NH:18][C:16](=[O:17])[CH:15]([NH:1][C:2]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[C:4](=[O:11])[N:3]=2)[CH2:28][CH:29]2[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]2)[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH2:20]1)#[N:27]

Participants

4

Reactant 2

HCID 225663392-amino-N-(-4-cyano-1-methyl-piperidin-4-yl)-3-cyclohexylpropionamide bis hydrochloride saltHCID 1357423743-Imino-2,3-dihydroisoindol-1-one

Product 1

HCID 178480339HCID 178480339, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared starting from 3-imino-2,3-dihydro-isoindol-1-one and 2-amino-N-(4-cyano-1-methyl-piperidin-4-yl)-3-cyclohexyl-propionamide bis hydrochloride salt according to the procedure from Example 10, except that refluxing THF was used as the solvent. The compound was further purified by HPLC using a 20×250 mm C18 reverse phase column with the method being 20% acetonitrile in water to acetonitrile. MS, m/z 422.5=M+1.

Workup

  1. customThe compound was further purified by HPLC

Sources & evidence

ORD record
ord-2d632156e6cb4529b310184a444399ff
Source dataset
uspto-grants-2005_02
Patent number
US06858623B2

Reaction notes

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