3-Cyclopentylpropionyl chloride → HCID 57841322, compound

HRID 733599Notes

Reaction equation

HRID 733599 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:31]=[CH:30][C:16]([CH2:17][NH:18][C:19]3[CH:29]=[CH:28][C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:21][CH:20]=3)=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[CH:32]1([CH2:37][CH2:38][C:39](Cl)=[O:40])[CH2:36][CH2:35][CH2:34][CH2:33]1>>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]#[C:12][C:13]2[CH:14]=[CH:15][C:16]([CH2:17][N:18]([C:39](=[O:40])[CH2:38][CH2:37][CH:32]3[CH2:36][CH2:35][CH2:34][CH2:33]3)[C:19]3[CH:20]=[CH:21][C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:28][CH:29]=3)=[CH:30][CH:31]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 660393-Cyclopentylpropionyl chlorideHCID 11750247HCID 11750247, compound

Product 1

HCID 57841322HCID 57841322, compound

Procedure

The titled compound was prepared following the procedure B using ethyl 4-({4-[(4-butylphenyl)ethynyl]benzyl}amino)benzoate and 3-cyclopentylpropanoyl chloride as a yellow oil (79%). 1H NMR (CDCl3, 300 MHz) δ 8.01 (d, J=8.3 Hz, 2H), 7.41 (m, 4H), 7.14 (m, 4H), 7.04 (d, J=8.3 Hz, 2H), 4.89 (s, 2H), 4.39 (q, J=6.8 Hz, 2H), 2.61 (t, J=7.7 Hz, 2H), 2.09 (m, 2H), 1.80-1.25 (m, 16H), 1.00-0.88 (m, 5H). M+ (ESI): 536.9. HPLC, Rt: 6.58 min (Purity: 98.7%).

Sources & evidence

ORD record
ord-da9a0320b11942f293feffd8ddba09dc
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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