2-Chloro-6-methylpyridine-4-carbohydrazide → 2-Chloro-4-[5-(3-ethyl-5,5-dimethyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-[1,3,4]oxadiazol-2-yl]-6-methyl-pyridine

HRID 1924839Notes

Reaction equation

HRID 1924839 reaction equation
[CH2:1]([C:3]1[S:7][C:6]([C:8]([OH:10])=O)=[C:5]2[CH2:11][CH2:12][C:13]([CH2:17]C)([CH2:15]C)[CH2:14][C:4]=12)[CH3:2].[Cl:19][C:20]1[CH:21]=[C:22]([CH:27]=[C:28]([CH3:30])[N:29]=1)[C:23]([NH:25][NH2:26])=O>>[Cl:19][C:20]1[CH:21]=[C:22]([C:23]2[O:10][C:8]([C:6]3[S:7][C:3]([CH2:1][CH3:2])=[C:4]4[CH2:14][C:13]([CH3:15])([CH3:17])[CH2:12][CH2:11][C:5]=34)=[N:26][N:25]=2)[CH:27]=[C:28]([CH3:30])[N:29]=1

Participants

3

Reactant 2

HCID 30290202-Chloro-6-methylpyridine-4-carbohydrazideHCID 675203663,5,5-Triethyl-4,5,6,7-tetrahydro-benzo[c]thiophene-1-carboxylic acid

Product 1

HCID 248757442-Chloro-4-[5-(3-ethyl-5,5-dimethyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-[1,3,4]oxadiazol-2-yl]-6-methyl-pyridine

Procedure

2-Chloro-4-[5-(3-ethyl-5,5-dimethyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-[1,3,4]oxadiazol-2-yl]-6-methyl-pyridine is synthesized from 3,5,5-triethyl-4,5,6,7-tetrahydro-benzo[c]thiophene-1-carboxylic acid and 2-chloro-6-methyl-isonicotinic acid hydrazide in analogy to Example 9; LC-MS: tR=1.22 min, [M+1]=388.25.

Sources & evidence

ORD record
ord-1a9965484d6c485f8528a960798497a3
Source dataset
uspto-grants-2012_05
Patent number
US08178562B2

Reaction notes

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