Hexylamine → N-(6-methylthioquinolin-5-yl)-2-hexylaminodecanamide

HRID 2257191Notes

Reaction equation

HRID 2257191 reaction equation
[CH3:1][S:2][C:3]1[C:4]([NH:13][C:14](=[O:25])[CH:15](Br)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[CH:6]2.[CH2:26]([NH2:32])[CH2:27][CH2:28][CH2:29][CH2:30][CH3:31].C(OCC)(=O)C>CCCCCC>[CH3:1][S:2][C:3]1[C:4]([NH:13][C:14](=[O:25])[CH:15]([NH:32][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[CH:6]2

Participants

5

Reactant 3

HCID 8102HexylamineHCID 8857Ethyl AcetateHCID 19027925N-(6-methylthioquinolin-5-yl)-2-bromodecanamide

Product 1

HCID 19027888N-(6-methylthioquinolin-5-yl)-2-hexylaminodecanamideYield 88%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A mixture of N-(6-methylthioquinolin-5-yl)-2-bromodecanamide (200 mg, 0.47 mmol) and n-hexylamine (10 ml) was heated at 120 C. for 1 hour, cooled to room temperature, and chromatographed using 1:24:25/triethylamine:ethyl acetate: hexane as eluants to give the title compound as a pink oil (184 mg, 88% yield).

Workup

  1. temperaturewas heated at 120 C
  2. customchromatographed

Sources & evidence

ORD record
ord-32ccca96a96246e6971ecfe978b23191
Source dataset
uspto-grants-1997_08
Patent number
US05656634

Reaction notes

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