5,6-Dimethoxy-N-methyl-1,2,3,4-tetrahydronaphthalen-2-amine → 1-[2-(2-Amino-4,5-dimethoxy-phenyl)-ethylamino]-3-[N-methyl-N-(7-methoxy-1,2,3,4-tetrahydronaphth-2-yl)-amino]-propane

HRID 1380879Notes

Reaction equation

HRID 1380879 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([O:10][CH3:11])=[CH:4][C:3]=1[CH2:12][C:13]([NH:15][CH2:16][CH2:17][CH2:18][N:19]([CH3:32])[CH:20]1[CH2:29][CH2:28][C:27]2[C:22](=[CH:23][C:24]([O:30][CH3:31])=[CH:25][CH:26]=2)[CH2:21]1)=O.COC1C(OC)=CC=C2C=1CCC(NC)C2>C(O)C>[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([O:10][CH3:11])=[CH:4][C:3]=1[CH2:12][CH2:13][NH:15][CH2:16][CH2:17][CH2:18][N:19]([CH3:32])[CH:20]1[CH2:29][CH2:28][C:27]2[C:22](=[CH:23][C:24]([O:30][CH3:31])=[CH:25][CH:26]=2)[CH2:21]1

Participants

4

Reactant 2

HCID 306585,6-Dimethoxy-N-methyl-1,2,3,4-tetrahydronaphthalen-2-amineHCID 543174201-[2-(2-Amino-4,5-dimethoxyphenyl)-1-oxo-ethylamino]-3-[N-methyl-N-(7-methoxy-1,2,3,4-tetrahydronaphth-2-yl)-amino]-propane

Product 1

HCID 233245721-[2-(2-Amino-4,5-dimethoxy-phenyl)-ethylamino]-3-[N-methyl-N-(7-methoxy-1,2,3,4-tetrahydronaphth-2-yl)-amino]-propane

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound here is prepared from 1-[2(-2-amino-4,5-dimethoxyphenyl)-1-oxo-ethylamino]-3-[N-methyl-N-(7-methoxy-1,2,3,4-tetrahydronaphth-2-yl)-amino]-propane (6.73 g, 0.0153 mol) analogously to Example R(e). Yield: 4.2 g. Rf value: 0.2 (alumina, eluant: 95 parts by volume of methylene chloride+5 parts by volume of ethanol).

Sources & evidence

ORD record
ord-59b6913629b24311a227e749472a4ef0
Source dataset
uspto-grants-1986_04
Patent number
US04584293

Reaction notes

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