1-(5-Methyl-1,2,4-oxadiazol-3-yl)cyclobutan-1-amine hydrochloride → 5-Cyclopropyl-6-(cyclopropylmethoxy)-N-(1-(5-methyl-1,2,4-oxadiazol-3-yl)cyclobutyl)picolinamide

HRID 927618Notes

Reaction equation

HRID 927618 reaction equation
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:15]([OH:17])=O)=[N:8][C:9]=2[O:10][CH2:11][CH:12]2[CH2:14][CH2:13]2)[CH2:3][CH2:2]1.Cl.[CH3:19][C:20]1[O:24][N:23]=[C:22]([C:25]2([NH2:29])[CH2:28][CH2:27][CH2:26]2)[N:21]=1>>[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:15]([NH:29][C:25]3([C:22]4[N:21]=[C:20]([CH3:19])[O:24][N:23]=4)[CH2:28][CH2:27][CH2:26]3)=[O:17])=[N:8][C:9]=2[O:10][CH2:11][CH:12]2[CH2:13][CH2:14]2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 429590521-(5-Methyl-1,2,4-oxadiazol-3-yl)cyclobutan-1-amine hydrochlorideHCID 710873465-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid

Product 1

HCID 710874645-Cyclopropyl-6-(cyclopropylmethoxy)-N-(1-(5-methyl-1,2,4-oxadiazol-3-yl)cyclobutyl)picolinamide

Procedure

The title compound was synthesized in analogy to Example 1, using 5-cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid (Example 42 a) and 1-(5-methyl-1,2,4-oxadiazol-3-yl)-cyclobutanamine hydrochloride (1:1) (CAN 1170897-28-5) as starting materials, LC-MS (UV peak area/ESI) 97.8%, 369.1914 (M+H)+.

Sources & evidence

ORD record
ord-c9b8cbcc16c04363aedae1aeb6002f46
Source dataset
uspto-grants-2016_03
Patent number
US09290451B2

Reaction notes

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