3-Cyclopentylpropionyl chloride → HCID 57841316, compound

HRID 733566Notes

Reaction equation

HRID 733566 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:33]=[CH:32][C:16]([CH2:17][NH:18][C:19]3[CH:20]=[CH:21][C:22]4[C:27](=[O:28])[O:26][C:25]([CH3:30])([CH3:29])[O:24][C:23]=4[CH:31]=3)=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[CH:34]1([CH2:39][CH2:40][C:41](Cl)=[O:42])[CH2:38][CH2:37][CH2:36][CH2:35]1>>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]#[C:12][C:13]2[CH:33]=[CH:32][C:16]([CH2:17][N:18]([C:19]3[CH:20]=[CH:21][C:22]4[C:27](=[O:28])[O:26][C:25]([CH3:29])([CH3:30])[O:24][C:23]=4[CH:31]=3)[C:41](=[O:42])[CH2:40][CH2:39][CH:34]3[CH2:38][CH2:37][CH2:36][CH2:35]3)=[CH:15][CH:14]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 660393-Cyclopentylpropionyl chlorideHCID 114192887-[4-(4-Butyl-phenylethynyl)-benzylamino]-2,2-dimethyl-benzo[1,3]dioxin-4-one

Product 1

HCID 57841316HCID 57841316, compound

Procedure

The titled compound was prepared following the procedure I using 7-({4-[(4-butylphenyl)ethynyl]benzyl}amino)-2,2-dimethyl-4H-1,3-benzodioxin-4-one and 3-cyclopentylpropanoyl chloride as a white powder (44%). 1H NMR (CDCl3, 300 MHz) δ 7.92 (d, J=8.3 Hz, 1H), 7.42 (m, 4H), 7.14 (m, 4H), 6.77 (m, 1H), 6.60 (br s, 1H), 4.89 (s, 2H), 2.61 (t, J=7.5 Hz, 2H), 2.16 (m, 2H), 1.71 (s, 6H). 1.68-1.28 (m, 13H), 1.03-0.88 (m, 5H). HPLC, Rt: 6.24 min (Purity: 99%).

Sources & evidence

ORD record
ord-36f19e22afd14a0d8a82a5bb31cfcdb2
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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