4-(5-Methyl-1,3,4-oxadiazol-2-yl)aniline → HCID 117622798, compound

HRID 57072Notes

Reaction equation

HRID 57072 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:23]#[N:24])=[C:6]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][N:11]([CH:16]([CH2:20][CH3:21])[C:17](O)=[O:18])[C:10](=[O:22])[CH:9]=2)[CH:7]=1.[CH3:25][C:26]1[O:30][C:29]([C:31]2[CH:37]=[CH:36][C:34]([NH2:35])=[CH:33][CH:32]=2)=[N:28][N:27]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:23]#[N:24])=[C:6]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][N:11]([CH:16]([CH2:20][CH3:21])[C:17]([NH:35][C:34]3[CH:33]=[CH:32][C:31]([C:29]4[O:30][C:26]([CH3:25])=[N:27][N:28]=4)=[CH:37][CH:36]=3)=[O:18])[C:10](=[O:22])[CH:9]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 195422444-(5-Methyl-1,3,4-oxadiazol-2-yl)anilineHCID 1176225692-[4-(5-Chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]butanoic acid

Product 1

HCID 117622798HCID 117622798, compound

Procedure

100 mg (0.29 mmol) of 2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]butanoic acid (racemate) and 76 mg (0.43 mmol, 1.5 eq.) of 4-(5-methyl-1,3,4-oxadiazol-2-yl)aniline were reacted according to General Method 7. The crude product was purified by normal phase chromatography (mobile phase: dichloromethane/methanol 1-10% mixtures). Yield: 144 mg (99% of theory)

Workup

  1. customThe crude product was purified by normal phase chromatography (mobile phase: dichloromethane/methanol 1-10% mixtures)

Sources & evidence

ORD record
ord-99d76f873d664f14bdb991633c00fea4
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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