Reaktion #78344

ord-b26d300e35994261af3c49659fad30ac

Reaktionsgleichung

CCOC(=O)NC1(Cc2ccccc2)CCNCC1.Cc1ccc(S(=O)(=O)O)cc1
4-benzyl-4-(ethoxycarbonylamino)piperidine p-toluene-sulfonate
Cl.O=C(c1ccccc1)N1CCCC(CCCN2CCC(C(=O)N3CCCC3)CC2)(c2ccc(Cl)c(Cl)c2)C1
compound
Cl.O=C(c1ccccc1)N1CCCC(CCCN2CCC(C(=O)N3CCCC3)CC2)(c2ccc(Cl)c(Cl)c2)C1
1-Benzoyl-3-(3,4-dichlorophenyl)-3-[3-[4-(pyrrolidin-1-ylcarbonyl)piperid-1-yl]propyl]piperidine Hydrochloride
O=C([O-])[O-].[K+].[K+]
K2CO3
→
CCOC(=O)NC1(Cc2ccccc2)CCN(CCCC2(c3ccc(Cl)c(Cl)c3)CCCN(C(=O)c3ccccc3)C2)CC1.CCOC(=O)NC1(Cc2ccccc2)CCN(CCCC2(c3ccc(Cl)c(Cl)c3)CCCN(C(=O)c3ccccc3)C2)CC1.Cl.Cl.O
expected product
Ausbeute 83.5%
CCOC(=O)NC1(Cc2ccccc2)CCN(CCCC2(c3ccc(Cl)c(Cl)c3)CCCN(C(=O)c3ccccc3)C2)CC1.CCOC(=O)NC1(Cc2ccccc2)CCN(CCCC2(c3ccc(Cl)c(Cl)c3)CCCN(C(=O)c3ccccc3)C2)CC1.Cl.Cl.O
1-Benzoyl-3-[3-[4-benzyl-4-(ethoxycarbonylamino)piperid-1-yl]propyl]-3-(3,4-dichlorophenyl)piperidine Hydrochloride Hemihydrate
Ausbeute 83.5%

Edukte

CCOC(=O)NC1(Cc2ccccc2)CCNCC1.Cc1ccc(S(=O)(=O)O)cc1
4-benzyl-4-(ethoxycarbonylamino)piperidine p-toluene-sulfonate
Cl.O=C(c1ccccc1)N1CCCC(CCCN2CCC(C(=O)N3CCCC3)CC2)(c2ccc(Cl)c(Cl)c2)C1
compound
Cl.O=C(c1ccccc1)N1CCCC(CCCN2CCC(C(=O)N3CCCC3)CC2)(c2ccc(Cl)c(Cl)c2)C1
1-Benzoyl-3-(3,4-dichlorophenyl)-3-[3-[4-(pyrrolidin-1-ylcarbonyl)piperid-1-yl]propyl]piperidine Hydrochloride
O=C([O-])[O-].[K+].[K+]
K2CO3

Reagenzien

Keine

Lösungsmittel

CN(C)C=O
DMF

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThis compound is prepared by the procedure

Vorschrift

This compound is prepared by the procedure described in EXAMPLE 7, starting from 0.5 g of 4-benzyl-4-(ethoxycarbonylamino)piperidine p-toluene-sulfonate, 0.5 g of the compound obtained in step B of EXAMPLE 1 and 0.52 g of K2CO3 in 5 ml of DMF. This gives 0.32 g of the expected product, m.p.=142° C. (dec.).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06710042B2uspto-grants-2004_03