3-(4-Tert-butyl-phenyl)-4-cyano-5-trifluoromethyl-thiophene-2-carboxylic acid methyl ester → 4-Cyano-3-(2'-methylsulfanyl-biphenyl-4-yl)-5-trifluoromethyl-thiophene-2-carboxylic acid ethyl ester

HRID 1990088Notes

Reaction equation

HRID 1990088 reaction equation
COC(C1SC([C:22]([F:25])([F:24])[F:23])=C(C#N)C=1C1C=CC(C(C)(C)C)=CC=1)=O.[CH2:26]([O:28][C:29]([C:31]1[S:32][C:33](I)=[C:34]([C:50]#[N:51])[C:35]=1[C:36]1[CH:41]=[CH:40][C:39]([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=2[S:48][CH3:49])=[CH:38][CH:37]=1)=[O:30])[CH3:27]>>[CH2:26]([O:28][C:29]([C:31]1[S:32][C:33]([C:22]([F:25])([F:24])[F:23])=[C:34]([C:50]#[N:51])[C:35]=1[C:36]1[CH:41]=[CH:40][C:39]([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=2[S:48][CH3:49])=[CH:38][CH:37]=1)=[O:30])[CH3:27]

Participants

3

Reactant 2

HCID 685254583-(4-Tert-butyl-phenyl)-4-cyano-5-trifluoromethyl-thiophene-2-carboxylic acid methyl esterHCID 685257184-Cyano-5-iodo-3-(2'-methylsulfanyl-biphenyl-4-yl)-thiophene-2-carboxylic acid ethyl ester

Product 1

HCID 685221424-Cyano-3-(2'-methylsulfanyl-biphenyl-4-yl)-5-trifluoromethyl-thiophene-2-carboxylic acid ethyl ester

Procedure

Using a method substantially in accordance with the method of 3-(4-tert-butyl-phenyl)-4-cyano-5-trifluoromethyl-thiophene-2-carboxylic acid methyl ester starting with the compound, 4-cyano-5-iodo-3-(2′-methylsulfanyl-biphenyl-4-yl)-thiophene-2-carboxylic acid ethyl ester gives the title compound: 1H NMR (400 MHz, CDCl3) δ 7.82-7.47 (m, 8H), 4.27 (q, 2H, J=7.2 Hz), 2.38 (s, 3H), 1.22 (t, 3H, J=7.3 Hz).

Sources & evidence

ORD record
ord-e6cff1e3cf804fbfb3315926df4b0d43
Source dataset
uspto-grants-2010_01
Patent number
US07642361B2

Reaction notes

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