Hexanoyl chloride → HCID 57841351, compound

HRID 733588Notes

Reaction equation

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

Participants

Reactant 2

HCID 67340Hexanoyl chloride

HCID 11165880HCID 11165880, compound

Product 1

HCID 57841351HCID 57841351, compound

Procedure

The titled compound was prepared following the procedure G using methyl 3-[(4-dec-1-yn-1-ylbenzyl)amino]benzoate hydrochloride and hexanoyl chloride as a pale yellow oil (74%). 1H NMR (CDCl3, 300 MHz) δ 7.98 (d, J=7.6 Hz, 1H), 7.73 (s, 1H), 7.38 (m, 1H), 7.30 (d, J=7.9 Hz, 2H), 7.08 (m, 3H), 4.88 (s, 2H), 3.93 (s, 3H), 2.39 (t, J=7.0 Hz, 2H), 2.04 (t, J=7.2 Hz, 2H), 1.60 (m, 4H); 1.44 (m, 2H), 1.35-1.15 (m, 12H), 0.89 (t, J=6.8 Hz, 3H), 0.84 (t, J=7.0 Hz, 3H), M1(ESI): 476.5. HPLC, Rt: 6.17 min (Purity: 100%).

Sources & evidence

ORD record: ord-e7e57a15e7194c81b10bbde1e32e6864
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07589232B2

Reaction notes

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