5-Cyclohex-1-enyl-3-phenylamino-thiophene-2-carboxylic acid methyl ester → HCID 178499262, compound

HRID 1190016Notes

Reaction equation

HRID 1190016 reaction equation
[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([C:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH:18]=2)=[CH:8][C:9]=1[NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:4].[CH3:23][C@H:24]1[CH2:29][CH2:28][C@H:27]([C:30](Cl)=[O:31])[CH2:26][CH2:25]1>>[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([C:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH:18]=2)=[CH:8][C:9]=1[N:10]([C:30]([C@H:27]1[CH2:28][CH2:29][C@H:24]([CH3:23])[CH2:25][CH2:26]1)=[O:31])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:4]

Participants

3

Reactant 2

HCID 577953605-Cyclohex-1-enyl-3-phenylamino-thiophene-2-carboxylic acid methyl esterHCID 178461265HCID 178461265, compound

Product 1

HCID 178499262HCID 178499262, compoundYield 27%

Procedure

The methyl ester from Step I (565 mg, 1.13 mmol) was acylated with trans-4-methylcyclohexyl carboxylic acid chloride as previously described (example 11, step II) to give 41 mg (27%) of 5-cyclohex-1-enyl-3-[(trans-4-methyl-cyclohexanecarbonyl)-phenyl-amino]-thiophene-2-carboxylic acid methyl ester.

Sources & evidence

ORD record
ord-6b1a158acc674ff5bb789ab66fd17d28
Source dataset
uspto-grants-2014_03
Patent number
US08674118B2

Reaction notes

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