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

HRID 1480169Notes

Reaction equation

HRID 1480169 reaction equation
[CH:1]1([C:5]2[C:6]([O:14][CH2:15][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:20]1([CH2:23][C:24]([C:27]2[N:31]=[C:30]([CH3:32])[O:29][N:28]=2)([NH2:26])[CH3:25])[CH2:22][CH2:21]1>>[CH:20]1([CH2:23][C:24]([NH:26][C:11]([C:8]2[CH:7]=[C:6]([O:14][CH2:15][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])([CH3:25])[C:27]2[N:31]=[C:30]([CH3:32])[O:29][N:28]=2)[CH2:22][CH2:21]1

Participants

3

Reactant 2

HCID 710877912-Cyclopropyl-1-methyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethylamineHCID 902048685-Cyclobutyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 762809245-Cyclobutyl-4-(2,2,2-trifluoro-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-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (Example 108f) and 1-cyclopropyl-2-(5-methyl-1,2,4-oxadiazol-3-yl)propan-2-amine (Example 66d) as starting materials and isolated (57 mg, 45%) as colorless oil; MS (ESI, m/z): 439.6 (M+H+).

Workup

  1. customisolated (57 mg, 45%) as colorless oil

Sources & evidence

ORD record
ord-e8a7adb8f962494a995560b97f4143ca
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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