Triethylamine → HCID 57901693, compound

HRID 1851578Notes

Reaction equation

HRID 1851578 reaction equation
[CH3:1][NH:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[NH:10][C:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:8]2.C(N(CC)CC)C.[C:24]1([C:29](Cl)=[O:30])[S:28][CH:27]=[CH:26][CH:25]=1>O1CCCC1>[CH3:1][N:2]([C:29]([C:24]1[S:28][CH:27]=[CH:26][CH:25]=1)=[O:30])[C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[NH:10][C:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:8]2

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 789282-Thiophenecarbonyl chlorideHCID 57901578HCID 57901578, compound

Product 1

HCID 57901693HCID 57901693, compoundYield 87.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 7-(methylamino)-1H-indole-2-carboxylate (54 mg) in tetrahydrofuran (3 mL) were added triethylamine (42 μL) and 2-thenoylchloride (44 mg), and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated, and the obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:3) to give colorless crystals (71 mg, yield 87%). melting point 193° C.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-3d82cde74d83400395e3592d4d83de23
Source dataset
uspto-grants-2015_02
Patent number
US08957070B2

Reaction notes

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