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

HRID 1480117Notes

Reaction equation

HRID 1480117 reaction equation
[Cl:1][C:2]1[C:3]([O:11][CH2:12][C:13]([F:16])([F:15])[F:14])=[CH:4][C:5]([C:8]([OH:10])=O)=[N:6][CH:7]=1.[CH:17]1([C:20]([NH2:28])([C:22]2[N:26]=[C:25]([CH3:27])[O:24][N:23]=2)[CH3:21])[CH2:19][CH2:18]1>>[CH:17]1([C:20]([NH:28][C:8]([C:5]2[CH:4]=[C:3]([O:11][CH2:12][C:13]([F:16])([F:15])[F:14])[C:2]([Cl:1])=[CH:7][N:6]=2)=[O:10])([C:22]2[N:26]=[C:25]([CH3:27])[O:24][N:23]=2)[CH3:21])[CH2:19][CH2:18]1

Participants

3

Reactant 2

HCID 435592231-Cyclopropyl-1-(5-methyl-1,2,4-oxadiazol-3-yl)ethan-1-amineHCID 902040145-Chloro-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 762839565-Chloro-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid [1-cyclopropyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethyl]-amide

Procedure

The title compound was synthesized in analogy to Example 24d, using 5-Chloro-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (Example 24c) and 1-Cyclopropyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethylamine (CAN 1155536-64-3) as starting materials and isolated (27.7 mg, 35%) as colorless oil; MS (ESI, m/z): 405.0 (M+H+).

Workup

  1. customisolated (27.7 mg, 35%) as colorless oil

Sources & evidence

ORD record
ord-851bb534d8b5430794a9ad22464fd5b9
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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