2-Cyclopropyl-1-methyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethylamine → 5-Cyclobutyl-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-pyridine-2-carboxylic acid [2-cyclopropyl-1-methyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethyl]-amide

HRID 1480176Notes

Reaction equation

HRID 1480176 reaction equation
[CH:1]1([C:5]2[C:6]([O:14][C@@H:15]([CH3:20])[C:16]([F:19])([F:18])[F:17])=[CH:7][C:8]([C:11]([OH:13])=O)=[N:9][CH:10]=2)[CH2:4][CH2:3][CH2:2]1.[CH:21]1([CH2:24][C:25]([C:28]2[N:32]=[C:31]([CH3:33])[O:30][N:29]=2)([NH2:27])[CH3:26])[CH2:23][CH2:22]1>>[CH:21]1([CH2:24][C:25]([NH:27][C:11]([C:8]2[CH:7]=[C:6]([O:14][C@@H:15]([CH3:20])[C:16]([F:19])([F:18])[F:17])[C:5]([CH:1]3[CH2:2][CH2:3][CH2:4]3)=[CH:10][N:9]=2)=[O:13])([CH3:26])[C:28]2[N:32]=[C:31]([CH3:33])[O:30][N:29]=2)[CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 710877912-Cyclopropyl-1-methyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethylamineHCID 902039085-Cyclobutyl-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 762847545-Cyclobutyl-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-pyridine-2-carboxylic acid [2-cyclopropyl-1-methyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethyl]-amide

Procedure

The title compound was synthesized in analogy to Example 23b, using 5-Cyclobutyl-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-pyridine-2-carboxylic acid (Example 110e) and 1-cyclopropyl-2-(5-methyl-1,2,4-oxadiazol-3-yl)propan-2-amine (Example 66d) as starting materials and isolated (85 mg, 68%) as colorless oil; MS (ESI, m/z): 453.6 (M+H+).

Workup

  1. customisolated (85 mg, 68%) as colorless oil

Sources & evidence

ORD record
ord-a57ae80210b24ae2b7aa020c994529a6
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

Loading…