Hexanoyl chloride → HCID 57841418, compound

HRID 733597Notes

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].[C:32](Cl)(=[O:38])[CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]>>[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:32](=[O:38])[CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[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

Reactant 2

HCID 67340Hexanoyl chloride

HCID 11750247HCID 11750247, compound

Product 1

HCID 57841418HCID 57841418, compound

Procedure

The titled compound was prepared following the procedure B using ethyl 4-({4-[(4-butylphenyl)ethynyl]benzyl}amino)benzoate and hexanoyl chloride as a yellow oil (92%). 1H NMR (CDCl3, 300 MHz) δ 8.00 (d, J=8.3 Hz, 2H), 7.41 (m, 4H), 7.14 (m, 4H), 7.03 (d, J=8.7 Hz, 2H), 4.89 (s, 2H), 4.37 (q, J=7.2 Hz, 2H), 2.60 (t, J=7.5 Hz, 2H), 2.06 (t, J=7.5 Hz, 2H), 1.67-1.55 (m, 4H), 1.43-1.10 (m, 9H), 0.91 (t, J=7.2 Hz, 3H), 0.82 (t, J=7.0 Hz, 3H). M+ (ESI): 510.5. HPLC, Rt: 6.14 min (Purity: 98.2%).

Sources & evidence

ORD record: ord-64520dcd9aa440708050984ce26d2db8
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07589232B2

Reaction notes

Loading…