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

HRID 1990090Notes

Reaction equation

HRID 1990090 reaction equation
COC(C1SC([I:22])=C(C#N)C=1C1C=CC(C(C)(C)C)=CC=1)=O.[CH2:23]([O:25][C:26]([C:28]1[S:29][C:30](N)=[C:31]([C:47]#[N:48])[C:32]=1[C:33]1[CH:38]=[CH:37][C:36]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=2[C:45]#[N:46])=[CH:35][CH:34]=1)=[O:27])[CH3:24]>>[CH2:23]([O:25][C:26]([C:28]1[S:29][C:30]([I:22])=[C:31]([C:47]#[N:48])[C:32]=1[C:33]1[CH:38]=[CH:37][C:36]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=2[C:45]#[N:46])=[CH:35][CH:34]=1)=[O:27])[CH3:24]

Participants

3

Reactant 2

HCID 685220724-Tert-butyl-phenyl-4-cyano-5-iodo-thiophene-2-carboxylic acid methyl esterHCID 685244205-Amino-4-cyano-3-(2'-cyano-biphenyl-4-yl)-thiophene-2-carboxylic acid ethyl ester

Product 1

HCID 685241804-Cyano-3-(2'-cyano-biphenyl-4-yl)-5-iodo-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-iodo-thiophene-2-carboxylic acid methyl ester starting with the compound, 5-amino-4-cyano-3-(2′-cyano-biphenyl-4-yl)-thiophene-2-carboxylic acid ethyl ester gives the title compound: 1H NMR (400 MHz, CDCl3) δ 7.81-7.46 (m, 8H), 4.22 (q, 2H, J=7.2 Hz), 1.20 (t, 3H, J=7.0 Hz), MS found (M+1)+NH3 502.

Sources & evidence

ORD record
ord-19c0251799e04d669bfe0fd5bc157ded
Source dataset
uspto-grants-2010_01
Patent number
US07642361B2

Reaction notes

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