2,6-Diethyl-isonicotinic acid → 2,6-Diethyl-4-[5-((1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalen-4-yl)-[1,3,4]oxadiazol-2-yl]-pyridine

HRID 1924832Notes

Reaction equation

HRID 1924832 reaction equation
[CH3:1][C:2]1([CH3:16])[CH:4]2[CH2:5][C:6]3[C:10]([CH:3]12)=[C:9]([CH3:11])[S:8][C:7]=3[C:12]([NH:14][NH2:15])=[O:13].[CH2:17]([C:19]1[CH:20]=[C:21]([CH:25]=[C:26]([CH2:28][CH3:29])[N:27]=1)[C:22](O)=O)[CH3:18]>>[CH2:28]([C:26]1[CH:25]=[C:21]([C:22]2[O:13][C:12]([C:7]3[S:8][C:9]([CH3:11])=[C:10]4[C:6]=3[CH2:5][C@H:4]3[C:2]([CH3:16])([CH3:1])[C@H:3]34)=[N:14][N:15]=2)[CH:20]=[C:19]([CH2:17][CH3:18])[N:27]=1)[CH3:29]

Participants

3

Reactant 2

HCID 596722342,6-Diethyl-isonicotinic acidHCID 675205611,1,2-Trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid hydrazide

Product 1

HCID 248756572,6-Diethyl-4-[5-((1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalen-4-yl)-[1,3,4]oxadiazol-2-yl]-pyridine

Procedure

2,6-Diethyl-4-[5-((1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalen-4-yl)-[1,3,4]oxadiazol-2-yl]-pyridine is synthesized from 1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid hydrazide and 2,6-diethyl-isonicotinic acid in analogy to Example 5; LC-MS: tR=0.96 min, [M+1]=380.34.

Sources & evidence

ORD record
ord-9a768fe600a64b52a1ac65e484f83a76
Source dataset
uspto-grants-2012_05
Patent number
US08178562B2

Reaction notes

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