2-(5-Methyl-1,3,4-oxadiazol-2-yl)-1-(oxetan-3-yl)propan-2-amine → 5-cyclopropyl-N-[2-(5-methyl-1,3,4-oxadiazol-2-yl)-1-(oxetan-3-yl)propan-2-yl]-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxamide

HRID 1480263Notes

Reaction equation

HRID 1480263 reaction equation
[CH:1]1([C:4]2[C:5]([O:13][CH2:14][C:15]([F:18])([F:17])[F:16])=[CH:6][C:7]([C:10]([OH:12])=O)=[N:8][CH:9]=2)[CH2:3][CH2:2]1.[CH3:19][C:20]1[O:24][C:23]([C:25]([NH2:32])([CH3:31])[CH2:26][CH:27]2[CH2:30][O:29][CH2:28]2)=[N:22][N:21]=1>>[CH:1]1([C:4]2[C:5]([O:13][CH2:14][C:15]([F:18])([F:17])[F:16])=[CH:6][C:7]([C:10]([NH:32][C:25]([C:23]3[O:24][C:20]([CH3:19])=[N:21][N:22]=3)([CH3:31])[CH2:26][CH:27]3[CH2:30][O:29][CH2:28]3)=[O:12])=[N:8][CH:9]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 902032482-(5-Methyl-1,3,4-oxadiazol-2-yl)-1-(oxetan-3-yl)propan-2-amineHCID 902036745-Cyclopropyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 902043375-cyclopropyl-N-[2-(5-methyl-1,3,4-oxadiazol-2-yl)-1-(oxetan-3-yl)propan-2-yl]-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxamide

Procedure

The title compound was synthesized in analogy to Example 112e, using 5-Cyclopropyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (Example 48c) and 2-(5-methyl-1,3,4-oxadiazol-2-yl)-1-(oxetan-3-yl)propan-2-amine (example 190c) as starting materials and isolated (35 mg, 21%); MS (ESI, m/z): 441.5 (M+H+).

Workup

  1. customisolated (35 mg, 21%)

Sources & evidence

ORD record
ord-edd4c12a60f448a5b38b0045b4b9a1f2
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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