HCID 19773325, compound → HCID 19773360, compound

HRID 1614272Notes

Reaction equation

HRID 1614272 reaction equation
[ClH:1].[C:2]([N:5]([C:8]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:9]=1[CH2:10][CH2:11][CH:12]([NH:18][CH2:19][CH2:20][CH3:21])[CH2:13]2)[CH2:6][CH3:7])(=O)[CH3:3]>O1CCCC1>[ClH:1].[ClH:1].[CH2:6]([N:5]([CH2:2][CH3:3])[C:8]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:9]=1[CH2:10][CH2:11][CH:12]([NH:18][CH2:19][CH2:20][CH3:21])[CH2:13]2)[CH3:7]

Participants

3

Reactant 1

HCID 19773325HCID 19773325, compound

Product 1

HCID 19773360HCID 19773360, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Starting from 1.03 g (0.0033 mol) of 5-(N-acetyl-N-ethylamino)-2-n-propylamino-tetraline-hydrochloride (Example 4.7.8) which is converted into the base, the title compound is obtained in base form by reduction in 30 ml of absolute tetrahydrofuran analogously to Example 4.5.1 c), but using 3.3 ml of 2-molar diborandimethylsulphide complex solution in tetrahydrofuran as the reducing agent. This base is purified by filtering over 16 g of aluminium oxide (activity stage III, neutral) using methylene chloride as solvent and is crystallised analogously to Example 4.1.1 in the form of the dihydrochloride which is obtained in a yield of 0.54 g (49.1%) and with a melting point of 201° C.

Sources & evidence

ORD record
ord-98050c6bf45948359ed1103e00e89c49
Source dataset
uspto-grants-1993_03
Patent number
US05196454

Reaction notes

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