5-Methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenylamine → HCID 66627864, compound

HRID 1950157Notes

Reaction equation

HRID 1950157 reaction equation
Cl.[F:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[CH2:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)[C:6](O)=O.COC1C=CC(C2CCC3C(=CC=C(OC)C=3)C2)=[C:27]([NH2:29])C=1.FC1C=C(C=CC=1CCCN1CCCCC1)CN[C:48]1[CH:53]=[C:52]([O:54][CH3:55])[CH:51]=[CH:50][C:49]=1[CH:56]1[CH2:65][CH2:64][C:63]2[C:58](=[CH:59][CH:60]=[C:61]([O:66][CH3:67])[CH:62]=2)[CH2:57]1>>[F:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[CH2:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)[CH2:6][NH:29][CH2:27][C:48]1[CH:53]=[C:52]([O:54][CH3:55])[CH:51]=[CH:50][C:49]=1[CH:56]1[CH2:65][CH2:64][C:63]2[C:58](=[CH:59][CH:60]=[C:61]([O:66][CH3:67])[CH:62]=2)[CH2:57]1

Participants

4

Reactant 3

HCID 230872055-Methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenylamineHCID 66625597HCID 66625597, compoundHCID 66627169HCID 66627169, compound

Product 1

HCID 66627864HCID 66627864, compound

Procedure

Synthesized from 3-fluoro-4-(3-piperidin-1-ylpropyl)benzoic acid hydrochloride and 5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenylamine according to an analogous synthetic method to Example 337 described below, [3-fluoro-4-(3-piperidin-1-ylpropyl)benzyl][5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine (311 mg) was used according to an analogous synthetic method to Preparation Example 18 to provide [3-fluoro-4-(3-piperidin-1-ylpropyl)benzyl][5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]methylamine (272 mg). This compound (270 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (147 mg).

Workup

  1. customwas used according to an analogous synthetic method to Preparation Example 18

Sources & evidence

ORD record
ord-8fb744d1c1da41c396d94b1ed1b3a54b
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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