Hexanoyl chloride → HCID 86612442, compound

HRID 733572Notes

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][CH2:19][C:20]3[CH:31]=[CH:30][C:23]([O:24][CH2:25][C:26]([O:28][CH3:29])=[O:27])=[CH:22][CH:21]=3)=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[C:34](Cl)(=[O:40])[CH2:35][CH2:36][CH2:37][CH2:38][CH3:39]>>[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]([CH2:19][C:20]3[CH:21]=[CH:22][C:23]([O:24][CH2:25][C:26]([O:28][CH3:29])=[O:27])=[CH:30][CH:31]=3)[C:34](=[O:40])[CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])=[CH:32][CH:33]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

Reactant 2

HCID 67340Hexanoyl chloride

HCID 57554567Methyl {4-[({4-[(4-butylphenyl)ethynyl]benzyl}amino)methyl]phenoxy}acetate

Product 1

HCID 86612442HCID 86612442, compound

Procedure

The titled compound was prepared following the procedure B using methyl {4-[({4-[(4-butylphenyl)ethynyl]benzyl}amino)methyl]phenoxy}acetate and hexanoyl chloride as a colorless oil (79%). 1H NMR (CDCl3, 300 MHz) δ 7.41-7.50 (m, 4H), 7.03-7.16 (m, 6H), 6.85 (m, 2H), 4.62 (s, 1H), 4.60 (s, 1H), 4.55 (s, 1H), 4.51 (s, 1H), 4.41 (s, 1H), 4.36 (s, 1H), 3.80 (s, 1.5H), 3.79 (s, 1.51, 2.60 (t, J=7.6 Hz, 2H), 2.38 (m, 2H), 1.56-1.67 (m, 4H), 1.30-1.37 (m, 6H), 0.91 (m, 6H). M+ (ESI): 540.4. HPLC, Rt: 5.85 min (Purity: 99.3%).

Sources & evidence

ORD record: ord-99fea851dbf448a5803f74e728233607
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07589232B2

Reaction notes

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