1-Phenethylamine, (-)- → HCID 21468665, compound

HRID 1737109Notes

Reaction equation

HRID 1737109 reaction equation
[C:1]1([C@@H:7]([NH2:9])C)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(CN)CCCCC1.BrCC(N(C)C)=O.Br[CH2:26][C:27]([N:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1)=[O:28]>>[CH:1]1([CH2:7][NH:9][CH2:26][C:27]([N:29]2[CH2:34][CH2:33][O:32][CH2:31][CH2:30]2)=[O:28])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 4

HCID 758181-Phenethylamine, (-)-HCID 76688CyclohexanemethylamineHCID 2255442-Bromo-N,N-dimethylacetamideHCID 139968762-Bromo-1-(morpholin-4-yl)ethan-1-one

Product 1

HCID 21468665HCID 21468665, compound

Procedure

By following the procedure of section (a) of this example but replacing (S)-1-phenylethylamine with twice the equivalent amount of (cyclohexylmethyl)amine and replacing 2-bromo-N,N-dimethylacetamide with an equivalent amount of 4-(2-bromo-1-oxoethyl)morpholine, 4-{2-[(cyclohexylmethyl)amino]-1-oxoethyl}morpholine [1H NMR(CDCl3) δ3.76-3.54 (m,3H), 3.43-3.33 (m,4H), 2.45 (d, J=6.6 Hz,2H), 2.41 (broad s,1H), 1.84-0.84 (m,11H)] was obtained.

Sources & evidence

ORD record
ord-0804c8d9ba4542a3ac15c0d34101f35a
Source dataset
uspto-grants-1996_07
Patent number
US05541163

Reaction notes

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