Indan-5-amine → N-(Indan-5-yl)-2-(4-trifluoromethyl-phenyl)-nicotinamide hydrochloride

Reaction equation

C1(S(N[CH:11]2[CH2:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([NH:20][C:21]([C:23]4[C:24]([C:29]5[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:31][CH:30]=5)=C[CH:26]=[CH:27][CH:28]=4)=[O:22])[CH:17]=3)[CH2:12]2)(=O)=O)C=CC=CC=1.FC(F)(F)C1C=CC(C2[N:55]=CC=CC=2C([Cl:51])=O)=CC=1.NC1C=C2C(=CC=1)CCC2>>[ClH:51].[CH2:12]1[C:13]2[C:18](=[CH:17][C:16]([NH:20][C:21](=[O:22])[C:23]3[CH:28]=[CH:27][CH:26]=[N:55][C:24]=3[C:29]3[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:36])[F:37])=[CH:31][CH:30]=3)=[CH:15][CH:14]=2)[CH2:19][CH2:11]1

Participants

Reactant 3

HCID 90496Indan-5-amine

HCID 98933624''-Trifluoromethyl-biphenyl-2-carboxylic acid (2-benzenesulfonylamino-indan-5-yl)-amide

HCID 212533632-(4-Trifluoromethyl-phenyl)-nicotinoyl chloride

Product 1

HCID 21253373N-(Indan-5-yl)-2-(4-trifluoromethyl-phenyl)-nicotinamide hydrochloride

Procedure

The title compound is prepared in a manner similar to that described for the title E compound of Example 1 using 2-(4-trifluoromethyl-phenyl)-nicotinoyl chloride (2.228 mmol) and 5-aminoindan (0.296 g, 2.228 mmol) to give the product as the free base. The hydrochloride salt is prepared by bubbling HCl(g) through an ethyl acetate solution of the free base and trituation of the salt with diethyl ether; mp 190-205° C. MS (ES+) m/z 383 (M+1).