4-[(4-Hexylphenyl)ethynyl]benzaldehyde → N-[1-(3-chlorophenyl)-1-methylethyl]-N-{4-[(4-hexylphenyl)-ethynyl]benzyl}amine

HRID 735985Notes

Reaction equation

HRID 735985 reaction equation
[CH2:1]([C:7]1[CH:12]=[CH:11][C:10]([C:13]#[C:14][C:15]2[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][CH:16]=2)=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[Cl:23][C:24]1[CH:25]=[C:26]([C:30]([NH2:33])([CH3:32])[CH3:31])[CH:27]=[CH:28][CH:29]=1>>[Cl:23][C:24]1[CH:25]=[C:26]([C:30]([NH:33][CH2:19][C:18]2[CH:21]=[CH:22][C:15]([C:14]#[C:13][C:10]3[CH:11]=[CH:12][C:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])=[CH:8][CH:9]=3)=[CH:16][CH:17]=2)([CH3:31])[CH3:32])[CH:27]=[CH:28][CH:29]=1

Participants

3

Reactant 2

HCID 112892864-[(4-Hexylphenyl)ethynyl]benzaldehydeHCID 135695212-(3-Chlorophenyl)propan-2-amine

Product 1

HCID 67187575N-[1-(3-chlorophenyl)-1-methylethyl]-N-{4-[(4-hexylphenyl)-ethynyl]benzyl}amineYield 80%

Procedure

The same procedure as employed in the preparation of Example 226 (step a) but using 4-[(4-hexylphenyl)ethynyl]benzaldehyde and 1-(3-chlorophenyl)-1-methylethylamine gave the title compound as a brown oil (80%). HPLC (Condition A), Rt: 4.73 min (HPLC purity: 98.7%).

Workup

  1. customThe same procedure as employed in the preparation of Example 226 (step a) but

Sources & evidence

ORD record
ord-79386f64b5484cb4b5ccf6e39f4839cc
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

Loading…