3,3-Dimethylbutanal → [1-(3,3-Dimethyl-butyl)-piperidin-4-yl]-(4-isopropyl-phenyl)-(3-methyl-but-2-enyl)-amine

HRID 1069183Notes

Reaction equation

HRID 1069183 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]([CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])[CH:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].C(OC1C=CC(N(CC=C(C)C)C2CCNCC2)=CC=1)C1C=CC=CC=1.[CH3:48][C:49]([CH3:54])([CH3:53])[CH2:50][CH:51]=O>>[CH3:48][C:49]([CH3:54])([CH3:53])[CH2:50][CH2:51][N:14]1[CH2:15][CH2:16][CH:11]([N:10]([C:7]2[CH:6]=[CH:5][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:9][CH:8]=2)[CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])[CH2:12][CH2:13]1

Participants

4

Reactant 3

HCID 763353,3-DimethylbutanalHCID 10641624(4-Benzyloxy-phenyl)-(3-methyl-but-2-enyl)-piperidin-4-yl-amineHCID 21191011(4-Isopropyl-pbenyl)-(3-methyl-but-2-enyl)-piperidin-4-yl-amine

Product 1

HCID 21191049[1-(3,3-Dimethyl-butyl)-piperidin-4-yl]-(4-isopropyl-phenyl)-(3-methyl-but-2-enyl)-amine

Procedure

The preparation of Example 26: [1-(3,3-Dimethyl-butyl)-piperidin-4-yl]-(4-isopropyl-phenyl)-(3-methyl-but-2-enyl)-amine was prepared in accordance with the methods of Step 4 in Example 1, except that (4-Isopropyl-phenyl)-(3-methyl-but-2-enyl)-piperidin4-yl-amine (26c) was used instead of (4-Benzyloxy-phenyl-(3-methyl-but-2-enyl)-piperidin-4-yl-amine (Ic) and 3,3-dimethylbutyraldehyde was used instead of isovaleraldehyde.

Workup

  1. customThe preparation of Example 26

Sources & evidence

ORD record
ord-73d628738e534ef6b0ed200fea14ff71
Source dataset
uspto-grants-2001_06
Patent number
US06251919B1

Reaction notes

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