4-[2-(4-Butylphenyl)ethynyl]benzaldehyde → HCID 11419584, compound

HRID 733601Notes

Reaction equation

HRID 733601 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:20]=[CH:19][C:16]([CH:17]=O)=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[NH2:21][CH:22]1[C:31]2[CH:30]=[C:29]([C:32]([O:34][CH3:35])=[O:33])[CH:28]=[CH:27][C:26]=2[CH2:25][CH2:24][CH2:23]1>>[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:20]=[CH:19][C:16]([CH2:17][NH:21][CH:22]3[C:31]4[CH:30]=[C:29]([C:32]([O:34][CH3:35])=[O:33])[CH:28]=[CH:27][C:26]=4[CH2:25][CH2:24][CH2:23]3)=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 113345124-[2-(4-Butylphenyl)ethynyl]benzaldehydeHCID 45089709Methyl 8-amino-5,6,7,8-tetrahydronaphthalene-2-carboxylate

Product 1

HCID 11419584HCID 11419584, compound

Procedure

The titled compound was prepared following the procedure L using 4-[(4-butylphenyl)ethynyl]benzaldehyde and methyl 8-amino-5,6,7,8-tetrahydronaphthalene-2-carboxylate as a yellow oil (95%). 1H NMR (CDCl3, 300 MHz) δ 7.96 (d, J=1.7 Hz, 1H), 7.72 (dd, J=7.9, 1.7 Hz, 1H), 7.29-7.42 (m, 5H), 7.17 (d, J=2.8 Hz, 1H), 7.07 (m, 3H), 3.82 (m, 5H), 3.75 (m, 1H), 2.67-2.82 (m, 2H), 2.50 (m, 2H), 1.92 (m, 1H), 1.82 (m, 2H), 1.62 (m, 1H), 1.51 (m, 2H), 1.28 (m, 2H), 0.83 (m, 3H). M+ (ESI): 452.2. HPLC, Rt: 4.37 min (Purity: 60.1%).

Sources & evidence

ORD record
ord-4657e5675e8b46e9bcf8a18e032b4494
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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