Trifluoroacetic acid → N-(3-tert-Butyl-phenyl)-4-piperidin-4-yl-benzamide

HRID 2190546Notes

Reaction equation

HRID 2190546 reaction equation
C(O)(C(F)(F)F)=O.C(OC([N:15]1[CH2:20][CH2:19][CH:18]([C:21]2[CH:26]=[CH:25][C:24]([C:27](=[O:39])[NH:28][C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([CH3:38])([CH3:37])[CH3:36])[CH:30]=3)=[CH:23][CH:22]=2)[CH2:17][CH2:16]1)=O)(C)(C)C.C(C1C=CC(NC(=O)C2C=CC(N3CCNCC3)=NC=2)=CC=1)(C)(C)C>>[C:35]([C:31]1[CH:30]=[C:29]([NH:28][C:27](=[O:39])[C:24]2[CH:23]=[CH:22][C:21]([CH:18]3[CH2:19][CH2:20][NH:15][CH2:16][CH2:17]3)=[CH:26][CH:25]=2)[CH:34]=[CH:33][CH:32]=1)([CH3:38])([CH3:36])[CH3:37]

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 593180124-[4-(3-Tert-butyl-phenylcarbamoyl)-phenyl]-piperidine-1-carboxylic acid tert-butyl esterHCID 59318019N-(4-tert-Butyl-phenyl)-6-piperazin-1-yl-nicotinamide

Product 1

HCID 59317976N-(3-tert-Butyl-phenyl)-4-piperidin-4-yl-benzamide

Procedure

N-(3-tert-Butyl-phenyl)-4-piperidin-4-yl-benzamide was synthesized by the TFA deprotection of 4-[4-(3-tert-butyl-phenylcarbamoyl)-phenyl]-piperidine-1-carboxylic acid tert-butyl ester in a manner similar to the one described in the synthesis of N-(4-tert-butyl-phenyl)-6-piperazin-1-yl-nicotinamide. LCMS calcd for C22H28N2O (m/e) 336, obsd 337 (M+H).

Sources & evidence

ORD record
ord-42035ea34fb84e309a1cc08e42eba06e
Source dataset
uspto-grants-2012_12
Patent number
US08324385B2

Reaction notes

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