HCID 18665136, compound → HCID 9815386, compound

HRID 2393583Notes

Reaction equation

HRID 2393583 reaction equation
C[NH:2][C@H:3]1[CH2:12][CH2:11][C:10]2[C:5](=[C:6]([O:13][CH3:14])[CH:7]=[CH:8][CH:9]=2)[CH2:4]1.C(N[C@H]1CCC2C(=C(OC)C=CC=2)C1)C1C=CC=CC=1>[Pd]>[NH2:2][C@H:3]1[CH2:12][CH2:11][C:10]2[C:5](=[C:6]([O:13][CH3:14])[CH:7]=[CH:8][CH:9]=2)[CH2:4]1

Participants

4

Reactant 2

HCID 18665136HCID 18665136, compoundHCID 18665138HCID 18665138, compound

Product 1

HCID 9815386HCID 9815386, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

It is contemplated that (-)-N-methyl-(2S)-2-amino-8-methoxytetralin can be prepared as follows: (-)(2S)-2-benzylamino-8-methoxytetralin (prepared as described in Karlsson et al., Acta Chemica Scandinavica 1988, B42, 231-236) can be hydrogenated in a Parr apparatus in the presence of 10% palladium on carbon to afford (-)(2S)-2-amino-8-methoxy-tetralin. (-)(2S)-2-Amino-8-methoxytetralin can then be formylated as described in Example 6(g) to afford (-)-N-formyl-(2S)-2-amino-8-methoxytetralin which in turn can be reduced as described in Example 6 to afford (-)-N-methyl-(2S)-2-amino-8-methoxytetralin.

Workup

  1. customcan be prepared

Sources & evidence

ORD record
ord-cddbae7240644ba7ae69edcab3bc9ff8
Source dataset
uspto-grants-1998_09
Patent number
US05807897

Reaction notes

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