N-ethyl-N-[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]benzamide → 6-[2-(Benzylethylamino)-4-hydroxyphenyl]-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 2423633Notes

Reaction equation

HRID 2423633 reaction equation
C(N(C1C=C(OC)C=CC=1C1CCC2C(=CC=C(OC)C=2)C1)C(=O)C1C=CC=CC=1)C.[CH2:32]([CH2:39][CH2:40][NH:41][C:42]1[CH:47]=[C:46]([O:48]C)[CH:45]=[CH:44][C:43]=1[CH:50]1[CH2:59][CH2:58][C:57]2[C:52](=[CH:53][CH:54]=[C:55]([O:60]C)[CH:56]=2)[CH2:51]1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>>[CH2:32]([CH2:39][CH2:40][NH:41][C:42]1[CH:47]=[C:46]([OH:48])[CH:45]=[CH:44][C:43]=1[CH:50]1[CH2:59][CH2:58][C:57]2[CH:56]=[C:55]([OH:60])[CH:54]=[CH:53][C:52]=2[CH2:51]1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

3

Reactant 2

HCID 57934332N-ethyl-N-[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]benzamideHCID 66627069Benzylethyl[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine

Product 1

HCID 666276386-[2-(Benzylethylamino)-4-hydroxyphenyl]-5,6,7,8-tetrahydronaphthalen-2-olYield 64.1%

Procedure

Synthesized from N-ethyl-N-[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]benzamide according to an analogous synthetic method to Example 337 described below, benzylethyl[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine (151 mg) was used according to an analogous synthetic method to Example 111 described below to provide the title compound (90 mg).

Sources & evidence

ORD record
ord-eb5d518af25d4441bb6125d51e091dc2
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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