Formamidine acetate → HCID 178440588, compound

HRID 351406Notes

Reaction equation

HRID 351406 reaction equation
C[O:2][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.C(O)(=O)C.[CH:19](N)=[NH:20]>C(OCCO)C>[C:11]([C:7]1[S:6][C:5]2[C:3]([OH:2])=[N:20][CH:19]=[N:10][C:9]=2[CH:8]=1)([CH3:14])([CH3:13])[CH3:12]

Participants

4

Reactant 2

HCID 160693Formamidine acetateHCID 2777503Methyl 3-amino-5-tert-butylthiophene-2-carboxylate

Product 1

HCID 178440588HCID 178440588, compoundYield 99.3%

Reagents, catalysts & solvents 1

HCID 8076Glycol monoethyl etherSolvent

Procedure

3-Amino-5-tert-butyl-thiophene-2-carboxylic acid methyl ester (1.00 g, 4.69 mmol, 1 eq.), formamidine acetate (1.46 g, 4.69 mmol, 3 eq.) and 2-ethoxyethanol (10 mL) were refluxed under nitrogen for 4 hours. Purified over silica gel in 3:1 to 1:1 Hexanes/ethyl acetate to 100% ethyl acetate to obtain 970 mg of yellow solids as product. LCMS detects (M+H)+=209.

Workup

  1. customPurified over silica gel in 3:1 to 1:1 Hexanes/ethyl acetate to 100% ethyl acetate

Sources & evidence

ORD record
ord-43752ee76d434605847e34377f859f8e
Source dataset
uspto-grants-2007_02
Patent number
US07183270B2

Reaction notes

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