5-Methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenylamine → [3-Fluoro-4-(2-piperidin-1-ylethoxy)benzyl][5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine

HRID 2423725Notes

Reaction equation

HRID 2423725 reaction equation
Cl.[F:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)[C:6](O)=O.[CH3:21][O:22][C:23]1[CH:24]=[CH:25][C:26]([CH:30]2[CH2:39][CH2:38][C:37]3[C:32](=[CH:33][CH:34]=[C:35]([O:40][CH3:41])[CH:36]=3)[CH2:31]2)=[C:27]([NH2:29])[CH:28]=1>>[F:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)[CH2:6][NH:29][C:27]1[CH:28]=[C:23]([O:22][CH3:21])[CH:24]=[CH:25][C:26]=1[CH:30]1[CH2:39][CH2:38][C:37]2[C:32](=[CH:33][CH:34]=[C:35]([O:40][CH3:41])[CH:36]=2)[CH2:31]1

Participants

3

Reactant 2

HCID 230872055-Methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenylamineHCID 666268273-Fluoro-4-(2-piperidin-1-ylethoxy)benzoic acid hydrochloride

Product 1

HCID 57934196[3-Fluoro-4-(2-piperidin-1-ylethoxy)benzyl][5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amineYield 70.1%

Procedure

Synthesized from 3-fluoro-4-(2-piperidin-1-ylethoxy)benzoic acid hydrochloride (1.2 g) and 5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenylamine (600 mg) according to an analogous synthetic method to Example 152, the title compound (770 mg) was obtained.

Sources & evidence

ORD record
ord-fef8d47e9bed4257b35dee136a853b7c
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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