2-Ethyl-6-methyl-isonicotinic acid hydrazide hydrochloride → 4-[5-(5,5-Diethyl-3-methyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-[1,3,4]oxadiazol-2-yl]-2-ethyl-6-methyl-pyridine

HRID 2366132Notes

Reaction equation

HRID 2366132 reaction equation
[CH2:1]([C:3]1([CH2:16][CH3:17])[CH2:15][CH2:14][C:6]2=[C:7]([C:11]([OH:13])=O)[S:8][C:9]([CH3:10])=[C:5]2[CH2:4]1)[CH3:2].Cl.[CH2:19]([C:21]1[CH:22]=[C:23]([CH:28]=[C:29]([CH3:31])[N:30]=1)[C:24]([NH:26][NH2:27])=O)[CH3:20]>>[CH2:16]([C:3]1([CH2:1][CH3:2])[CH2:15][CH2:14][C:6]2=[C:7]([C:11]3[O:13][C:24]([C:23]4[CH:28]=[C:29]([CH3:31])[N:30]=[C:21]([CH2:19][CH3:20])[CH:22]=4)=[N:26][N:27]=3)[S:8][C:9]([CH3:10])=[C:5]2[CH2:4]1)[CH3:17]

Participants

3

Reactant 2

HCID 675203072-Ethyl-6-methyl-isonicotinic acid hydrazide hydrochlorideHCID 675203685,5-Diethyl-3-methyl-4,5,6,7-tetrahydro-benzo[c]thiophene-1-carboxylic acid

Product 1

HCID 248757414-[5-(5,5-Diethyl-3-methyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-[1,3,4]oxadiazol-2-yl]-2-ethyl-6-methyl-pyridine

Procedure

4-[5-(5,5-Diethyl-3-methyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-[1,3,4]oxadiazol-2-yl]-2-ethyl-6-methyl-pyridine is synthesized from 5,5-diethyl-3-methyl-4,5,6,7-tetrahydro-benzo[c]thiophene-1-carboxylic acid and 2-ethyl-6-methyl-isonicotinic acid hydrazide hydrochloride in analogy to Example 9; LC-MS: tR=0.98 min, [M+1]=396.39.

Sources & evidence

ORD record
ord-04bea0d02df7440ba3a458d231493583
Source dataset
uspto-grants-2014_04
Patent number
US08697732B2

Reaction notes

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