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

HRID 2423727Notes

Reaction equation

HRID 2423727 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-4e1df05a881b45e4a7bee6aa2bd53776
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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