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

HRID 1531282Notes

Reaction equation

HRID 1531282 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

4

Reactant 3

HCID 90496Indan-5-amineHCID 98933624''-Trifluoromethyl-biphenyl-2-carboxylic acid (2-benzenesulfonylamino-indan-5-yl)-amideHCID 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).

Workup

  1. customto give the product as the free base
  2. customby bubbling HCl(g) through an ethyl acetate solution of the free base and trituation of the salt with diethyl ether

Sources & evidence

ORD record
ord-8f84c0cf6ee641e8be824254eef82649
Source dataset
uspto-grants-2001_03
Patent number
US06197798B1

Reaction notes

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