2-Cyclopropyl-1-methyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethylamine → 5-cyclopropyl-N-[1-cyclopropyl-2-(5-methyl-1,2,4-oxadiazol-3-yl)propan-2-yl]-4-(2-fluoroethoxy)pyridine-2-carboxamide

HRID 1480220Notes

Reaction equation

HRID 1480220 reaction equation
[CH:1]1([C:4]2[C:5]([O:13][CH2:14][CH2:15][F:16])=[CH:6][C:7]([C:10]([OH:12])=O)=[N:8][CH:9]=2)[CH2:3][CH2:2]1.[CH:17]1([CH2:20][C:21]([NH2:29])([CH3:28])[C:22]2[N:26]=[C:25]([CH3:27])[O:24][N:23]=2)[CH2:19][CH2:18]1>>[CH:1]1([C:4]2[C:5]([O:13][CH2:14][CH2:15][F:16])=[CH:6][C:7]([C:10]([NH:29][C:21]([C:22]3[N:26]=[C:25]([CH3:27])[O:24][N:23]=3)([CH3:28])[CH2:20][CH:17]3[CH2:18][CH2:19]3)=[O:12])=[N:8][CH:9]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 710877912-Cyclopropyl-1-methyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethylamineHCID 902033525-Cyclopropyl-4-(2-fluoroethoxy)pyridine-2-carboxylic acid

Product 1

HCID 902037615-cyclopropyl-N-[1-cyclopropyl-2-(5-methyl-1,2,4-oxadiazol-3-yl)propan-2-yl]-4-(2-fluoroethoxy)pyridine-2-carboxamide

Procedure

The title compound was synthesized in analogy to Example 112e, using 5-cyclopropyl-4-(2-fluoroethoxy)pyridine-2-carboxylic acid (Example 146b) and 2-Cyclopropyl-1-methyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethylamine (example 66e) as starting materials and isolated (90 mg, 93%); MS (ESI, m/z): 389.6 (M+H+).

Workup

  1. customisolated (90 mg, 93%)

Sources & evidence

ORD record
ord-5e203e7890344b88ad1be80922d78996
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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