3-(Trifluoromethyl)benzylamine → 3-((3-((4-(Piperidin-1-yl)-2-(4-((3-(trifluoromethyl)phenethyl)amino)pyridin-2-yl)phenyl)carbamoyl)benzyl)thio)propanoic acid

HRID 625393Notes

Reaction equation

HRID 625393 reaction equation
[N:1]1([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14]([C:16]3[CH:17]=[C:18]([CH:26]=[CH:27][CH:28]=3)[CH2:19][S:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24])=[O:15])=[C:9]([C:29]3[CH:34]=[C:33]([NH:35][CH2:36]C4C=CC=C(C(F)(F)F)C=4)[CH:32]=[CH:31][N:30]=3)[CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[F:47][C:48]([F:58])([F:57])[C:49]1[CH:50]=[C:51]([CH:54]=[CH:55][CH:56]=1)[CH2:52]N>>[N:1]1([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14]([C:16]3[CH:17]=[C:18]([CH:26]=[CH:27][CH:28]=3)[CH2:19][S:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24])=[O:15])=[C:9]([C:29]3[CH:34]=[C:33]([NH:35][CH2:36][CH2:52][C:51]4[CH:54]=[CH:55][CH:56]=[C:49]([C:48]([F:58])([F:57])[F:47])[CH:50]=4)[CH:32]=[CH:31][N:30]=3)[CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 759623-(Trifluoromethyl)benzylamineHCID 665867763-(3-(4-(Piperidin-1-yl)-2-(4-(3-(trifluoromethyl)benzylamino) pyridin-2-yl)phenylcarbamoyl)benzylthio)propanoic acid

Product 1

HCID 665879643-((3-((4-(Piperidin-1-yl)-2-(4-((3-(trifluoromethyl)phenethyl)amino)pyridin-2-yl)phenyl)carbamoyl)benzyl)thio)propanoic acid

Procedure

This compound was prepared by the route used to prepare 3-(3-(4-(piperidin-1-yl)-2-(4-(3-(trifluoromethyl)benzylamino)pyridin-2-yl)phenylcarbamoyl)benzylthio)propanoic acid 69, substituting 3-(trifluoromethyl)phenethylamine for 3-(trifluoromethyl)benzylamine. 1H-NMR (300 MHz, DMSO-d6, ppm): δ 13.37 (s, 1H), 12.23 (s, 1H), 8.22 (s, 1H), 7.82-7.74 (m, 2H), 7.64-7.50 (m, 6H), 7.12 (m, 3H), 6.99 (s, 1H), 6.70 (s, 1H), 3.82 (s, 2H), 3.47 (s, 2H), 3.21 (t, 4H), 2.92 (t, 2H), 2.58-2.50 (m, 4H), 1.66 (m, 4H), 1.58 (m, 2H). MS (ES, m/z): 663 [M+H]+.

Workup

  1. customThis compound was prepared by the route

Sources & evidence

ORD record
ord-c98bf2be8a4d48a18ea6d28e64eea08e
Source dataset
uspto-grants-2016_04
Patent number
US09301951B2

Reaction notes

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