3-Cyclopentylpropionyl chloride → HCID 57841330, compound

HRID 733645Notes

Reaction equation

HRID 733645 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]#[C:10][C:11]2[CH:31]=[CH:30][C:14]([CH2:15][NH:16][C:17]3[CH:18]=[CH:19][C:20]4[C:25](=[O:26])[O:24][C:23]([CH3:28])([CH3:27])[O:22][C:21]=4[CH:29]=3)=[CH:13][CH:12]=2)=[CH:5][CH:4]=1.[CH:32]1([CH2:37][CH2:38][C:39](Cl)=[O:40])[CH2:36][CH2:35][CH2:34][CH2:33]1>>[CH:32]1([CH2:37][CH2:38][C:39]([N:16]([C:17]2[CH:18]=[CH:19][C:20]3[C:25](=[O:26])[O:24][C:23]([CH3:27])([CH3:28])[O:22][C:21]=3[CH:29]=2)[CH2:15][C:14]2[CH:30]=[CH:31][C:11]([C:10]#[C:9][C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=3)=[CH:12][CH:13]=2)=[O:40])[CH2:36][CH2:35][CH2:34][CH2:33]1

Participants

3

Reactant 2

HCID 660393-Cyclopentylpropionyl chlorideHCID 112121247-({4-[(4-methoxyphenyl)ethynyl]benzyl}amino)-2,2-dimethyl-4H-1,3-benzodioxin-4-one

Product 1

HCID 57841330HCID 57841330, compound

Procedure

The title compound was prepared following the procedure B using 7-({4-[(4-methoxyphenyl)ethynyl]benzyl}amino)-2,2-dimethyl-4H-1,3-benzodioxin-4-one and 3-cyclopentylpropionyl chloride as a beige solid (63%). 1H NMR (CDCl3) δ 7.91 (d, J=8.3 Hz, 1H), 7.41 (m, 4H), 7.12 (d, J=8.1 Hz, 2H), 6.85 (d, J=8.5 Hz, 2H), 6.76 (d, J=8.1 Hz, 1H), 6.59 (s, 1H), 4.87 (s, 2H), 3.80 (s, 3H), 2.15 (t, J=6.9 Hz, 2H), 1.70 (s, 6H), 1.40-1.61 (m, 9H), 0.95 (m, 2H). HPLC, Rt: 5.78 min (purity: 99.3%).

Sources & evidence

ORD record
ord-23a8d5ec71b84cbfa5336d56f337a594
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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