Ethyl trifluoroacetate → HCID 54477702, compound

HRID 476830Notes

Reaction equation

HRID 476830 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]1[CH:8]=[C:7]([C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)[NH:6][C:5]=1[C:14]1[S:15][CH:16]=[CH:17][CH:18]=1.[F:19][C:20]([F:27])([F:26])[C:21](OCC)=[O:22]>C(Cl)(Cl)Cl>[F:19][C:20]([F:27])([F:26])[C:21]([NH:1][CH2:2][CH2:3][C:4]1[CH:8]=[C:7]([C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)[NH:6][C:5]=1[C:14]1[S:15][CH:16]=[CH:17][CH:18]=1)=[O:22]

Participants

4

Reactant 2

HCID 9794Ethyl trifluoroacetateHCID 19940137HCID 19940137, compound

Product 1

HCID 54477702HCID 54477702, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution containing 100 mg (0.36 mmol) of 3-(2-aminoethyl)-2,5-dithienylpyrrole (XXII), 2 mL of ethyl trifluoroacetate, and 5 mL of CHCl3 was allowed to stand at ambient temperature overnight. The CHCl3 solvent was removed in vacuo, and the product XXIII isolated by preparative SiO2 -TLV plates (20×20×1000u) eluted with a 9:1 toluene-dioxane solvent mixture. Sixty mg of compound XXIII was obtained (45% yield).

Workup

  1. customThe CHCl3 solvent was removed in vacuo

Sources & evidence

ORD record
ord-ade53a2748784069b568550d91b106c9
Source dataset
uspto-grants-1989_12
Patent number
US04886625

Reaction notes

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