(S)-2,2,2-Trifluoro-1-(pyridin-3-YL)ethanamine hydrochloride → 5-Chloro-4-(4-fluoro-benzyl)-pyridine-2-carboxylic acid ((S)-2,2,2-trifluoro-1-pyridin-3-yl-ethyl)-amide

HRID 1480086Notes

Reaction equation

HRID 1480086 reaction equation
[Cl:1][C:2]1[C:3]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[CH:4][C:5]([C:8]([OH:10])=O)=[N:6][CH:7]=1.Cl.[F:20][C:21]([F:31])([F:30])[C@H:22]([C:24]1[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=1)[NH2:23]>>[F:31][C:21]([F:20])([F:30])[C@@H:22]([NH:23][C:8]([C:5]1[CH:4]=[C:3]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[C:2]([Cl:1])=[CH:7][N:6]=1)=[O:10])[C:24]1[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=1

Participants

3

Reactant 2

HCID 51358484(S)-2,2,2-Trifluoro-1-(pyridin-3-YL)ethanamine hydrochlorideHCID 902041245-Chloro-4-(4-fluorobenzyl)-pyridine-2-carboxylic acid

Product 1

HCID 762829705-Chloro-4-(4-fluoro-benzyl)-pyridine-2-carboxylic acid ((S)-2,2,2-trifluoro-1-pyridin-3-yl-ethyl)-amide

Procedure

The title compound was synthesized in analogy to Example 12d, using 5-chloro-4-(4-fluorobenzyl)-pyridine-2-carboxylic acid and (αS)-α-(trifluoromethyl)-3-pyridinemethanamine hydrochloride (1:1) (CAN 749839-26-7) as starting materials and isolated (23 mg, 71%) as colorless oil; MS (ESI, m/z): 424.2 (MH+).

Workup

  1. customisolated (23 mg, 71%) as colorless oil

Sources & evidence

ORD record
ord-6cd46e1ad35d47fdbea3b1d111e4a2ce
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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