ChemicalBook CAS DataBase List 4-(1-CYANOCYCLOBUTYLAMINO)-2-FLUORO-N-METHYLBENZAMIDE

4-(1-CYANOCYCLOBUTYLAMINO)-2-FLUORO-N-METHYLBENZAMIDE synthesis

9synthesis methods

Product Name:4-(1-CYANOCYCLOBUTYLAMINO)-2-FLUORO-N-METHYLBENZAMIDE
CAS Number:915087-26-2
Molecular formula:C13H14FN3O
Molecular Weight:247.27

915087-25-1 Synthesis

915087-25-1
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1191-95-3 Synthesis

1191-95-3
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7677-24-9 Synthesis

7677-24-9
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$19.00/5g

4-(1-CYANOCYCLOBUTYLAMINO)-2-FLUORO-N-METHYLBENZAMIDE

915087-26-2
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Yield: 90%

Reaction Conditions:

with acetic acid at 80; for 16 h;

Steps:

1 Synthesis of 4-(1-cyano-cyclobutylamino)-2-fluoro-N-methyl-benzamide (Compound6)
Synthesis of 4-(1-cyano-cyclobutylamino)-2-fluoro-N-methyl-benzamide (Compound6)
TMSCN (1.77 g, 17.84 mmol), cyclobutanone (0.89 mL, 11.89 mmol) and compound 5 (1 g, 5.95 mmol) were dissolved in acetic acid (10 mL).
The resulting mixture was reacted at 80°C overnight (16 h).
After cooled to room temperature, into the mixture water (10 mL) was added and extracted with ethyl acetate, washed with brine, dried over sodium sulfate and concentrated.
The resulting solid was washed with petroleum ether (10 mL) and dried by suction to give compound 6 as a brown solid (1.32 g, yield 90%).
¹H NMR(CDCl₃, 400MHz): δ(ppm) 7.99(1H,t,J=8.4Hz), 6.70(1H,s), 6.49(1H,d,J=8.8Hz), 6.30(1H,d,J=14.4Hz), 4.62(1H,s), 3.01(3H,d,J=4.8Hz), 2.84(2H,m), 2.40(2H,m), 2.27(1H, m), 2.20(1H, m).

References:

HC Pharmaceutical Co., Ltd.;CHEN, Yuanwei EP2792674, 2014, A1 Location in patent:Paragraph 0067; 0068

773837-37-9 Synthesis