Corydaldine → 2-[(N-(1-(Pyrid-4-yl)-methyl)-piperidin-3-yl)-methyl]-6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydro-isoquinoline-dihydrochloride-monohydrate

HRID 1682048Notes

Reaction equation

HRID 1682048 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[C:9](=[O:15])[NH:8][CH2:7][CH2:6]2.CC(C)([O-])C.[K+].[Cl:22][CH2:23][CH:24]1[CH2:29][CH2:28][CH2:27][N:26]([CH2:30][C:31]2[CH:36]=[CH:35][N:34]=[CH:33][CH:32]=2)[CH2:25]1>CS(C)=O>[OH2:2].[ClH:22].[ClH:22].[N:34]1[CH:35]=[CH:36][C:31]([CH2:30][N:26]2[CH2:27][CH2:28][CH2:29][CH:24]([CH2:23][N:8]3[CH2:7][CH2:6][C:5]4[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=4)[C:9]3=[O:15])[CH2:25]2)=[CH:32][CH:33]=1

Participants

5

Reactant 3

HCID 610097CorydaldineHCID 19803951HCID 19803951, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 198039552-[(N-(1-(Pyrid-4-yl)-methyl)-piperidin-3-yl)-methyl]-6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydro-isoquinoline-dihydrochloride-monohydrate

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Prepared from 6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydro-isoquinoline in dimethylsulphoxide with potassium tert.butoxide and 3-chloromethyl-N-[1-(pyrid-4-yl)-methyl]-piperidine analogously to Example 2.

Sources & evidence

ORD record
ord-a3485fdb76cd443ab015071c4f15c15c
Source dataset
uspto-grants-1992_12
Patent number
US05175157

Reaction notes

Loading…