Reaktion #2354770

ord-ba2ed16773d64adfb7384449a282ed83

Reaktionsgleichung

NC(=O)c1cc(-c2ccccc2)cc2c(C3CCNCC3)c[nH]c12
5-(phenyl)-3-(4-piperidinyl)-1H-indole-7-carboxamide
Cc1ncc(S(=O)(=O)Cl)n1C
1,2-dimethyl-1H-imidazole-5-sulfonyl chloride
CCN(CC)CC
triethylamine
CCN(CC)CC
TEA
→
Cc1ncc(S(=O)(=O)N2CCC(c3c[nH]c4c(C(N)=O)cc(-c5ccccc5)cc34)CC2)n1C
desired product
Cc1ncc(S(=O)(=O)N2CCC(c3c[nH]c4c(C(N)=O)cc(-c5ccccc5)cc34)CC2)n1C
3-{1-[(1,2-dimethyl-1H-imidazol-5-yl)sulfonyl]-4-piperidinyl}-5-phenyl-1H-indole-7-carboxamide

Edukte

NC(=O)c1cc(-c2ccccc2)cc2c(C3CCNCC3)c[nH]c12
5-(phenyl)-3-(4-piperidinyl)-1H-indole-7-carboxamide
Cc1ncc(S(=O)(=O)Cl)n1C
1,2-dimethyl-1H-imidazole-5-sulfonyl chloride
CCN(CC)CC
triethylamine
CCN(CC)CC
TEA

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigewere reacted

Vorschrift

Following the general procedure in example 267, 5-(phenyl)-3-(4-piperidinyl)-1H-indole-7-carboxamide (72 mg, 0.22 mmol), 1,2-dimethyl-1H-imidazole-5-sulfonyl chloride (64.2 mg, 0.33 mmol) and triethylamine (0.13 mL, 0.66 mmol) were reacted to form the desired product which was purified by Gilson HPLC (CH3CN/Water, 0.1% TFA) (48.3 mg, 45%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07858796B2uspto-grants-2010_12