6-(4-Chlorophenyl)picolinic acid → 6-(4-Chloro-phenyl)-pyridine-2-carboxylic acid [1-methyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethyl]-amide

HRID 631947Notes

Reaction equation

HRID 631947 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([C:14]([OH:16])=O)[CH:11]=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH3:17][C:18]([CH3:26])([C:20]1[N:24]=[C:23]([CH3:25])[O:22][N:21]=1)[NH2:19]>>[CH3:17][C:18]([NH:19][C:14]([C:12]1[CH:11]=[CH:10][CH:9]=[C:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)[N:13]=1)=[O:16])([C:20]1[N:24]=[C:23]([CH3:25])[O:22][N:21]=1)[CH3:26]

Participants

3

Reactant 2

HCID 247301366-(4-Chlorophenyl)picolinic acidHCID 435592512-(5-Methyl-1,2,4-oxadiazol-3-yl)propan-2-amine

Product 1

HCID 710935696-(4-Chloro-phenyl)-pyridine-2-carboxylic acid [1-methyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethyl]-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 6-(4-chlorophenyl)-2-pyridinecarboxylic acid (CAN 135432-77-8) and α,α,5-trimethyl-1,2,4-oxadiazole-3-methanamine (CAN 1153831-97-0) as starting materials, MS (LC/MS): 357.1 (M+H).

Sources & evidence

ORD record
ord-2399e6ebe2764dc387ae86c8fd57b47f
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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