2-Amino-5-(trifluoromethyl)pyridine → HCID 18504582, compound

HRID 1387236Notes

Reaction equation

HRID 1387236 reaction equation
Br[CH2:2][CH2:3][CH2:4][O:5][C:6]1[C:11]([Cl:12])=[CH:10][C:9]([O:13][CH2:14][CH:15]=[C:16]([Cl:18])[Cl:17])=[CH:8][C:7]=1[Cl:19].[NH2:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][N:22]=1>>[Cl:19][C:7]1[CH:8]=[C:9]([O:13][CH2:14][CH:15]=[C:16]([Cl:18])[Cl:17])[CH:10]=[C:11]([Cl:12])[C:6]=1[O:5][CH2:4][CH2:3][CH2:2][NH:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]([F:29])([F:28])[F:30])=[CH:23][N:22]=1

Participants

3

Reactant 2

HCID 7358622-Amino-5-(trifluoromethyl)pyridineHCID 108840691-[4-(3,3-Dichloroprop-2-enyloxy)-2,6-dichlorophenoxy]-3-bromopropane

Product 1

HCID 18504582HCID 18504582, compoundYield 12%

Conditions

Temperature
90 °C

Procedure

A mixture of 1.0 g of 1-(3-bromopropyloxy)-2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)benzene and 4.0 g of 2-amino-5-(trifluoromethyl)pyridine was stirred at 90° C. for 3 hours. The reaction mixture was cooled to room temperature, and subjected to silica gel chromatography, which afforded 0.14 g of 3,5-dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(3-(5-(trifluoromethyl)-2-pyridylamino)propyloxy)benzene (12% yield), nD25.0 1.5525.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature

Sources & evidence

ORD record
ord-31ce57a72f2b47eca58e2e48c209e3f7
Source dataset
uspto-grants-2001_07
Patent number
US06268313B1

Reaction notes

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