تفاعل #53913

معادلة التفاعل

trans-Methanesulfonic acid 3-{4-[(4-chloro-phenoxycarbonyl)-methyl-amino]-cyclohexyl}-prop-2-ynyl ester

N-methylpropylamine

→

trans-Methyl-{4-[3-(methyl-propyl-amino)-prop-1-ynyl]-cyclohexyl}-carbamic acid 4-chloro-phenyl ester

المردود 81.2%

المذيبات

DMA

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was evaporated
2. 2
   استخلاصthe residue extracted with aqueous saturated NaHCO3/Et2O (3×)
3. 3
   تجفيفThe organic phase was dried with Na2SO4
4. 4
   ترشيحfiltered
5. 5
   أخرىevaporated
6. 6
   أخرىPurification by flash column chromatography on silica gel (CH2Cl2/MeOH 98:2)

الإجراء التجريبي

A solution of 235 mg (corresponds to 0.5 mmol) of trans-Methanesulfonic acid 3-{4-[(4-chloro-phenoxycarbonyl)-methyl-amino]-cyclohexyl}-prop-2-ynyl ester in 2.5 ml of DMA was cooled at 0° C., treated with 0.76 ml (1 mmol) of N-methylpropylamine and stirred over night at RT. The solvent was evaporated and the residue extracted with aqueous saturated NaHCO3/Et2O (3×). The organic phase was dried with Na2SO4, filtered and evaporated. Purification by flash column chromatography on silica gel (CH2Cl2/MeOH 98:2) gave 153 mg (81%) of pure trans-Methyl-{4-[3-(methyl-propyl-amino)-prop-1-ynyl]-cyclohexyl}-carbamic acid 4-chloro-phenyl ester, MS: 377 (MH+, 1Cl).

المصدر