5-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid → 5-Cyclopropyl-N-(cyclopropyl(5-methyl-1,2,4-oxadiazol-3-yl)methyl)-6-(cyclopropylmethoxy)picolinamide

HRID 927640Notes

Reaction equation

HRID 927640 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.C1(N(C2N=C(C)ON=2)C)CC1.[CH:29]1([CH2:32][C@H:33]([NH2:40])[C:34]2[N:38]=[C:37]([CH3:39])[O:36][N:35]=2)[CH2:31]C1>>[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:15]([NH:40][CH:33]([CH:32]3[CH2:29][CH2:31]3)[C:34]3[N:38]=[C:37]([CH3:39])[O:36][N:35]=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

4

Reactant 3

HCID 710873465-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acidHCID 86674748(S)-2-Cyclopropyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethylamineHCID 86674778Cyclopropyl-(5-methyl-[1,2,4]oxadiazol-3-yl)-methylamine

Product 1

HCID 710878535-Cyclopropyl-N-(cyclopropyl(5-methyl-1,2,4-oxadiazol-3-yl)methyl)-6-(cyclopropylmethoxy)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 cyclopropyl-(5-methyl-[1,2,4]oxadiazol-3-yl)-methylamine (which can e.g. be prepared in a similar manner than (S)-2-cyclopropyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethylamine (Example 38 e)) as starting materials, MS (EI): m/e=369.2 [M+H]+.

Sources & evidence

ORD record
ord-e6de360cfffd48bca2e95764c5dbab28
Source dataset
uspto-grants-2016_03
Patent number
US09290451B2

Reaction notes

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