4-AMINO-N-ISOPROPYLBENZAMIDE Chemical Properties

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

solid

Appearance

Off-white to yellow Solid

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36-43

Safety Statements 

26

WGK Germany 

3

4-AMINO-N-ISOPROPYLBENZAMIDE Usage And Synthesis

Synthesis

Synthesis of 4-amino-N-isopropylbenzamide (178.1). To a solution of p-aminobenzoic acid (177.1, 0.6 g, 4.37 mmol, 1.0 eq.) in DMF (6 mL) was sequentially added isopropylamine (0.73 mL, 8.75 mmol, 2.0 eq.) and HATU (2.49 g, 6.55 mmol, 1.5 eq.). After cooling the reaction mixture to 0 °C, DIPEA (1.4 mL, 8.74 mmol, 2.0 eq.) was slowly added at 0 °C. The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the mixture was poured into water and the product was extracted with EtOAc (3 x 20 mL). The organic layers were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product. The crude product was purified by column chromatography to afford 4-amino-N-isopropylbenzamide (178.1, 0.30 g, 38.5%) as a white solid.MS(ES): m/z 176.2 [M+H]+.

References

[1] Patent: WO2015/131080, 2015, A1. Location in patent: Paragraph 00957; 00958
[2] Journal of Medicinal Chemistry, 2007, vol. 50, # 20, p. 4898 - 4908

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