3,3-Dimethylbutanal → [1-(3,3-Dimethyl-butyl)-piperidin-4-yl]-[4-(4-fluoro-benzyloxy)-phenyl]-(3-methyl-butyl)-amine

HRID 1069189Notes

Reaction equation

HRID 1069189 reaction equation
[F:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][O:7][C:8]2[CH:13]=[CH:12][C:11]([N:14]([CH2:21][CH2:22][CH:23]([CH3:25])[CH3:24])[CH:15]3[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]3)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH3:28][C:29]([CH3:34])([CH3:33])[CH2:30][CH:31]=O>>[CH3:28][C:29]([CH3:34])([CH3:33])[CH2:30][CH2:31][N:18]1[CH2:17][CH2:16][CH:15]([N:14]([C:11]2[CH:10]=[CH:9][C:8]([O:7][CH2:6][C:5]3[CH:26]=[CH:27][C:2]([F:1])=[CH:3][CH:4]=3)=[CH:13][CH:12]=2)[CH2:21][CH2:22][CH:23]([CH3:24])[CH3:25])[CH2:20][CH2:19]1

Participants

3

Reactant 2

HCID 763353,3-DimethylbutanalHCID 18380604[4-(4-Fluoro-benzyloxy)-phenyl]-(3-methyl-butyl)-piperidin-4-yl-amine

Product 1

HCID 21191017[1-(3,3-Dimethyl-butyl)-piperidin-4-yl]-[4-(4-fluoro-benzyloxy)-phenyl]-(3-methyl-butyl)-amine

Procedure

The preparation of Example 43: [1-(3,3-Dimethyl-butyl)-piperidin-4-yl]-[4-(4-fluoro-benzyloxy)-phenyl]-(3-methyl-butyl)-amine was prepared in accordance with the methods of Step 7 in Example 40, except that [4-(4-Fluoro-benzyloxy)-phenyl]-(3-methyl-butyl)-piperidin-4-yl-amine (43c) was used instead of (4-Cyclohexylmethoxy-phenyl)-(3-methyl-butyl)-piperidin-4-yl-amine (40f) and 3,3-dimethylbutyraldehyde was used instead of isovaleraldehyde.

Workup

  1. customThe preparation of Example 43

Sources & evidence

ORD record
ord-241821ca5c8e4a9f9e22f5a620191dc9
Source dataset
uspto-grants-2001_06
Patent number
US06251919B1

Reaction notes

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