[4-(2-Diisopropylaminoethoxy)benzyl][5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine → 6-{2-[4-(2-Diisopropylaminoethoxy)benzylamino]-4-hydroxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1433968Notes

Reaction equation

HRID 1433968 reaction equation
[CH:1]([N:4]([CH:36]([CH3:38])[CH3:37])[CH2:5][CH2:6][O:7][C:8]1[CH:35]=[CH:34][C:11]([CH2:12][NH:13][C:14]2[CH:19]=[C:18]([O:20]C)[CH:17]=[CH:16][C:15]=2[CH:22]2[CH2:31][CH2:30][C:29]3[C:24](=[CH:25][CH:26]=[C:27]([O:32]C)[CH:28]=3)[CH2:23]2)=[CH:10][CH:9]=1)([CH3:3])[CH3:2].C(N(C(C)C)CCOC1C=CC(CNC2C=C(O)C=CC=2C2CCC3C(=CC=C(OC)C=3)C2)=CC=1)(C)C>>[CH:36]([N:4]([CH:1]([CH3:3])[CH3:2])[CH2:5][CH2:6][O:7][C:8]1[CH:35]=[CH:34][C:11]([CH2:12][NH:13][C:14]2[CH:19]=[C:18]([OH:20])[CH:17]=[CH:16][C:15]=2[CH:22]2[CH2:31][CH2:30][C:29]3[CH:28]=[C:27]([OH:32])[CH:26]=[CH:25][C:24]=3[CH2:23]2)=[CH:10][CH:9]=1)([CH3:37])[CH3:38]

Participants

3

Reactant 2

HCID 23087201[4-(2-Diisopropylaminoethoxy)benzyl][5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amineHCID 579339323-[4-(2-Diisopropylaminoethoxy)benzylamino]-4-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenol

Product 1

HCID 579345946-{2-[4-(2-Diisopropylaminoethoxy)benzylamino]-4-hydroxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-olYield 43.8%

Procedure

Synthesized from [4-(2-diisopropylaminoethoxy)benzyl][5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine (70 mg) according to an analogous synthetic method to Example 111, 3-[4-(2-diisopropylaminoethoxy)benzylamino]-4-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenol (25 mg) and 6-{2-[4-(2-diisopropylaminoethoxy)benzylamino]-4-hydroxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol (29 mg) were obtained. 3-[4-(2-Diisopropylaminoethoxy)benzylamino]-4-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenol:

Sources & evidence

ORD record
ord-12da18ca34bd42348594c5fe60f98602
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Reaction notes

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