Triethylamine → HCID 27770216, compound

HRID 1766306Notes

Reaction equation

HRID 1766306 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][NH2:8].[C:9]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:14]=[CH:13][C:12]([C:15](Cl)=[O:16])=[CH:11][CH:10]=1.C(N(CC)CC)C>C1COCC1>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][NH:8][C:15]([C:12]1[CH:13]=[CH:14][C:9]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[CH:10][CH:11]=1)=[O:16]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 841514-Phenylbenzoyl chlorideHCID 116521Thiopheneethanamine

Product 1

HCID 27770216HCID 27770216, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Reaction of 2-thiopheneethylamine (50 μL, 0.42 mmol) in THF (2.5 mL) with 4-biphenylcarbonyl chloride (120 mg, 0.55 mmol) in presence of triethylamine (78 μL, 0.55 mmol) according to method A gave biphenyl-4-carboxylic acid (2-thiophen-2-yl-ethyl)-amide (70 mg, 0.23 mmol, 55% yield) as a grey powder after crystallisation in hexane/EtOAc.

Sources & evidence

ORD record
ord-8f7cde9901e24dc69f44f2f4a7a0beb4
Source dataset
uspto-grants-2007_06
Patent number
US07230020B2

Reaction notes

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