Triethylamine → 2'-Methyl-5'-[(thiophene-2-carbonyl)-amino]-biphenyl-4-carboxylic acid ethyl ester

HRID 1678472Notes

Reaction equation

HRID 1678472 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[C:16]([NH2:18])[CH:15]=[CH:14][C:13]=2[CH3:19])=[CH:8][CH:7]=1)=[O:5])[CH3:2].[S:20]1[CH:24]=[CH:23][CH:22]=[C:21]1[C:25](Cl)=[O:26].C(N(CC)CC)C>ClCCl>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[CH:8][C:9]([C:12]2[CH:17]=[C:16]([NH:18][C:25]([C:21]3[S:20][CH:24]=[CH:23][CH:22]=3)=[O:26])[CH:15]=[CH:14][C:13]=2[CH3:19])=[CH:10][CH:11]=1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 789282-Thiophenecarbonyl chlorideHCID 598223355'-Amino-2'-methyl-biphenyl-4-carboxylic acid ethyl ester

Product 1

HCID 673729812'-Methyl-5'-[(thiophene-2-carbonyl)-amino]-biphenyl-4-carboxylic acid ethyl esterYield 106%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 5′-amino-2′-methyl-biphenyl-4-carboxylic acid ethyl ester (280 mg) and thiophene-2-carbonyl chloride (161 mg) in dichloromethane (5 ml) containing triethylamine (222 mg) was stirred at 20 C for 18 h. The mixture was then partitioned between water and dichloromethane. The dried extracts were then evaporated giving the title compound as a colourless solid (425 mg)

Workup

  1. customThe mixture was then partitioned between water and dichloromethane
  2. customThe dried extracts were then evaporated

Sources & evidence

ORD record
ord-0f193f3ce2d84f75b2b8e22e65a12c6d
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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