HCID 18918629, compound → HCID 131720652, compound

HRID 1290534Notes

Reaction equation

HRID 1290534 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH:7]2[CH2:12][NH:11][CH2:10][CH2:9][N:8]2[CH2:13][CH2:14][CH2:15][CH2:16][C:17]([O:19]CC)=[O:18])=[CH:3][CH:2]=1.[ClH:22].Cl.N1C=CC(C2CNCCN2CCCC(OCC)=O)=CC=1>>[ClH:22].[ClH:22].[N:1]1[CH:2]=[CH:3][C:4]([CH:7]2[CH2:12][NH:11][CH2:10][CH2:9][N:8]2[CH2:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 18918629HCID 18918629, compoundHCID 131719610HCID 131719610, compound

Product 1

HCID 131720652HCID 131720652, compound

Procedure

Following the method of Example 195ii), but staring from ethyl 5-[(4-pyridyl)piperazine-1-yl]pentanoate, dichydrochloride salt instead of ethyl 4-[(4-pyridyl)piperazin-1-yl]butyrate, dihydrochloride salt, the title compound was isolated after recrystallisation from wet ethanol, as an off-white crystalline solid in 59% overall yield: m.p. 294°-297° C. (dec); NMR (d6DMSO+CD3CO2D) δ 1.62(2H,m, 1.80(2H,m), 2.32(2H,t), 3.18(2H,m), 3.41(4H,m), 4.05(4H,m) 7.29(2H,d, 8.34(2H,d; m/Z 264 (M+H)+ ; calculated for C14H21N3O2. 2.0 HCl: C, 50.0%; H, 6.89%; N, 12.5%; found: C, 50.5% H, 7.2%; N, 12.2%.

Sources & evidence

ORD record
ord-4fc1fd1bdf434449bd4695e1250317fd
Source dataset
uspto-grants-1998_05
Patent number
US05750754

Reaction notes

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