Trifluoroacetamidine → HCID 178440587, compound

HRID 351408Notes

Reaction equation

HRID 351408 reaction equation
CO[C:3]([C:5]1[S:6][C:7]([C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:8][C:9]=1[NH2:10])=[O:4].[F:15][C:16]([F:21])([F:20])[C:17](N)=[NH:18]>C(Cl)(Cl)Cl>[C:11]([C:7]1[S:6][C:5]2[C:3]([OH:4])=[N:18][C:17]([C:16]([F:21])([F:20])[F:15])=[N:10][C:9]=2[CH:8]=1)([CH3:14])([CH3:13])[CH3:12]

Participants

4

Reactant 2

HCID 2776882TrifluoroacetamidineHCID 2777503Methyl 3-amino-5-tert-butylthiophene-2-carboxylate

Product 1

HCID 178440587HCID 178440587, compoundYield 83.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

3-Amino-5-tert-butyl-thiophene-2-carboxylic acid methyl ester (0.50 g, 2.34 mmol, 1 eq.) and trifluoroacetamidine (263 mg, 2.34 mmol, 1 eq.) were heated neat at 150° C. until reaction was complete by TLC. Cooled to rt then dissolved resultant solids in chloroform. Dried and stripped in vacuo to give 540 mg of white solids as product. LCMS detects (M+H)+=277.

Workup

  1. customDried

Sources & evidence

ORD record
ord-bc72e7ff7e8640539a15fbc300e08b03
Source dataset
uspto-grants-2007_02
Patent number
US07183270B2

Reaction notes

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