1-(5-Methyl-1,2,4-oxadiazol-3-yl)cyclobutan-1-amine hydrochloride → 6-(3-Chloro-phenyl)-5-cyclopropyl-pyrazine-2-carboxylic acid [1-(5-methyl-[1,2,4]oxadiazol-3-yl)-cyclobutyl]-amide

HRID 1477767Notes

Reaction equation

HRID 1477767 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[C:12]([C:14]([OH:16])=O)[CH:11]=[N:10][C:9]=2[CH:17]2[CH2:19][CH2:18]2)[CH:5]=[CH:6][CH:7]=1.Cl.[CH3:21][C:22]1[O:26][N:25]=[C:24]([C:27]2([NH2:31])[CH2:30][CH2:29][CH2:28]2)[N:23]=1>>[CH3:21][C:22]1[O:26][N:25]=[C:24]([C:27]2([NH:31][C:14]([C:12]3[CH:11]=[N:10][C:9]([CH:17]4[CH2:19][CH2:18]4)=[C:8]([C:4]4[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=4)[N:13]=3)=[O:16])[CH2:30][CH2:29][CH2:28]2)[N:23]=1

Participants

3

Reactant 2

HCID 429590521-(5-Methyl-1,2,4-oxadiazol-3-yl)cyclobutan-1-amine hydrochlorideHCID 866823186-(3-Chloro-phenyl)-5-cyclopropyl-pyrazine-2-carboxylic acid

Product 1

HCID 715254826-(3-Chloro-phenyl)-5-cyclopropyl-pyrazine-2-carboxylic acid [1-(5-methyl-[1,2,4]oxadiazol-3-yl)-cyclobutyl]-amide

Procedure

The title compound was synthesized in analogy to Example 1e, using 6-(3-chloro-phenyl)-5-cyclopropyl-pyrazine-2-carboxylic acid and 1-(5-methyl-1,2,4-oxadiazol-3-yl)-cyclobutanamine hydrochloride (CAN 1170897-128-5) as starting materials, and isolated (43 mg, 58%) as white solid; MS (EI): 410.2 (M+H).

Workup

  1. customisolated (43 mg, 58%) as white solid

Sources & evidence

ORD record
ord-6634f48bb9ce48e3a6c870f63cf94252
Source dataset
uspto-grants-2016_08
Patent number
US09403808B2

Reaction notes

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