Corynanthine → HCID 6540753, compound

HRID 370720Notes

Reaction equation

HRID 370720 reaction equation
COC([C@H]1[C@H]2C[C@@H]3N(C[C@@H]2CC[C@@H]1O)CCC1C2C=CC=CC=2NC3=1)=O.[CH3:27][CH2:28][C@@H:29]1[C@@H:45](/[C:46](/[C:50]([O:52][CH3:53])=[O:51])=[CH:47]/[O:48][CH3:49])[CH2:44][C@@H:43]2[N:31]([CH2:32][CH2:33][C:34]3[C:35]4[CH:36]=[CH:37][CH:38]=[CH:39][C:40]=4[NH:41][C:42]=32)[CH2:30]1.[K+].[Br-]>C(Cl)(Cl)Cl>[CH3:27][CH2:28][C@H:29]1[C@@H:45](/[C:46](/[C:50]([O:52][CH3:53])=[O:51])=[CH:47]/[O:48][CH3:49])[CH2:44][C@@H:43]2[N:31]([CH2:32][CH2:33][C:34]3[C:35]4[CH:36]=[CH:37][CH:38]=[CH:39][C:40]=4[NH:41][C:42]=32)[CH2:30]1

Participants

5

Reactant 3

HCID 92766CorynanthineHCID 253877Potassium BromideHCID 5351579HCID 5351579, compound

Product 1

HCID 6540753HCID 6540753, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The yield amounts to 48.5%, referred to the total amount of corynantheine and dihydrocorynantheine used; m.p. 215°-226° C. (the substance partially sublimes with decomposition above 175° C.); [α]D20 : -25° (c=2; chloroform); IR spectrum (KBr): 1720 (CO), 3365 cm-1 (NH).

Workup

  1. custompartially sublimes with decomposition above 175° C.

Sources & evidence

ORD record
ord-ca2faa52f2594e9c98e057f0b3c551f1
Source dataset
uspto-grants-1985_07
Patent number
US04528289

Reaction notes

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