تفاعل #77837

معادلة التفاعل

triethylamine

ethyl isocyanate

2-(amino)-N-[2-[[(cis)-2-[[4-(methylthio)benzoyl]amino]cyclohexyl]amino]-2-oxoethyl]-5-trifluoromethyl benzamide

HCl

→

benzamide

المردود 17.5%

2-((Ethylaminocarbonyl)amino)-N-[2-[[(cis)-2-[[4-(methylthio)benzoyl]amino]cyclohexyl]amino]-2-oxoethyl]-5-trifluoromethyl benzamide

المردود 17.5%

المذيبات

THF

EtOAc

ظروف التفاعل

المعالجة

1. 1
   غسيلThe EtOAc layer was washed with 1 N HCl and brine
2. 2
   تجفيفThe EtOAc was dried (MgSO4)
3. 3
   ترشيحfiltered
4. 4
   تركيزconcentrated
5. 5
   أخرىReverse phase HPLC purification (gradient elution, water/acetonitrile/TFA)

الإجراء التجريبي

2-(amino)-N-[2-[[(cis)-2-[[4-(methylthio)benzoyl]amino]cyclohexyl]amino]-2-oxoethyl]-5-trifluoromethyl benzamide (Example 114a) (50 mg) was dissolved in THF (2.5 mL) prior to the addition of triethylamine (30 mg) and ethyl isocyanate (21 mg). After stirring for 72 h, EtOAc was added along with 1 N HCl solution. The EtOAc layer was washed with 1 N HCl and brine. The EtOAc was dried (MgSO4), filtered, and concentrated. Reverse phase HPLC purification (gradient elution, water/acetonitrile/TFA) provided the title benzamide (10 mg). MS found: (M+Na)+=602.4.

المصدر