5-Cyclopropyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid → 5-cyclopropyl-N-[1-cyclopropyl-2-(5-methyl-1,3,4-oxadiazol-2-yl)propan-2-yl]-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxamide

HRID 1480244Notes

Reaction equation

HRID 1480244 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.[CH:19]1([CH2:22][C:23]([C:26]2[O:27][C:28]([CH3:31])=[N:29][N:30]=2)([NH2:25])[CH3:24])[CH2:21][CH2:20]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:25][C:23]([C:26]3[O:27][C:28]([CH3:31])=[N:29][N:30]=3)([CH3:24])[CH2:22][CH:19]3[CH2:20][CH2:21]3)=[O:12])=[N:8][CH:9]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 902036745-Cyclopropyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acidHCID 902046221-Cyclopropyl-2-(5-methyl-1,3,4-oxadiazol-2-yl)propan-2-amine

Product 1

HCID 902040025-cyclopropyl-N-[1-cyclopropyl-2-(5-methyl-1,3,4-oxadiazol-2-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 1-cyclopropyl-2-(5-methyl-1,3,4-oxadiazol-2-yl)propan-2-amine (example 173b) as starting materials and isolated (99 mg, 76%); MS (ESI, m/z): 425.6 (M+H+).

Workup

  1. customisolated (99 mg, 76%)

Sources & evidence

ORD record
ord-322c127a5b9f4d2dbd30f8a2df9615da
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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