3-Cyclopentylpropionyl chloride → HCID 57841398, compound

HRID 733604Notes

Reaction equation

HRID 733604 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][C:10]2[CH:30]=[CH:29][C:13]([CH2:14][NH:15][C:16]3[CH:28]=[CH:27][C:19]4[O:20][C:21]([CH3:26])([CH3:25])[O:22][C:23](=[O:24])[C:18]=4[CH:17]=3)=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.[CH:31]1([CH2:36][CH2:37][C:38](Cl)=[O:39])[CH2:35][CH2:34][CH2:33][CH2:32]1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]#[C:9][C:10]2[CH:30]=[CH:29][C:13]([CH2:14][N:15]([C:16]3[CH:28]=[CH:27][C:19]4[O:20][C:21]([CH3:26])([CH3:25])[O:22][C:23](=[O:24])[C:18]=4[CH:17]=3)[C:38](=[O:39])[CH2:37][CH2:36][CH:31]3[CH2:35][CH2:34][CH2:33][CH2:32]3)=[CH:12][CH:11]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 660393-Cyclopentylpropionyl chlorideHCID 111543016-({4-[(4-chlorophenyl)ethynyl]benzyl}amino)-2,2-dimethyl-4H-1,3-benzodioxin-4-one

Product 1

HCID 57841398HCID 57841398, compound

Procedure

The titled compound was prepared following the procedure B using 6-({4-[(4-chlorophenyl)ethynyl]benzyl}amino)-2,2-dimethyl-4H-1,3-benzodioxin-4-one and 3-cyclopentylpropanoyl chloride as a white foam (80%). 1H NMR (CDCl3, 300 MHz) δ 7.67 (m, 1H), 7.42 (m, 4H), 7.31 (m, 2H), 7.17 (d, J=7.9 Hz, 2H), 7.06 (m, 1H), 6.89 (d, J=8.7 Hz, 1H), 4.86 (s, 2H), 2.06 (m, 2H), 1.73 (s, 6H), 1.66-1.39 (m, 9H), 0.95 (m, 2H). M+ (ESI): 542.1. HPLC, Rt: 5.83 min (Purity: 97.3%).

Sources & evidence

ORD record
ord-47572f27dc224295add64c77c98c6418
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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