Reaction equation
C1(N=C=NC2CCCCC2)CCCCC1.[C:16]([CH2:24][CH2:25][C:26]([OH:28])=O)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[C:29]1([N:35]2[C:43]3[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=3[C@@H:37]3[CH2:44][NH:45][CH2:46][CH2:47][C@@H:36]23)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>ClCCl>[C:16]([CH2:24][CH2:25][C:26]([N:45]1[CH2:46][CH2:47][C@H:36]2[N:35]([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[C:43]3[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=3[C@@H:37]2[CH2:44]1)=[O:28])(=[O:23])[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To the suspension arising from the admixture of 865 mg. (4.20 mmole) of dicyclohexylcarbodiimide and 748 mg. (4.20 mmole) of 3-benzoylpropionic acid in 30 ml. of dichloromethane at 0° C. was added 1.0 g. (4.0 mmole) of dl-trans-5-phenyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole in 10 ml. of the same solvent. The resulting mixture was stirred and allowed to warm to room temperature over 2 hours. After cooling again to 0° C. the reaction mixture was filtered, washed with dichloromethane and the filtrates evaporated to obtain a residue of dl-trans-2-[(3-benzoyl)propionyl]-5-phenyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole which was used without purification in the next step.
Workup
- temperatureAfter cooling again to 0° C. the reaction mixture
- filtrationwas filtered
- washwashed with dichloromethane
- customthe filtrates evaporated
Sources & evidence
- ORD record
- ord-9cb02a802a9d4935b251527d23b21afe
- Source dataset
- uspto-grants-1981_05
- Patent number
- US04267331
Linked notes
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