Triethylamine → HCID 58626125, compound

HRID 1161718Notes

Reaction equation

HRID 1161718 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[N:3]=1.[F:16][C:17]([F:27])([F:26])[O:18][C:19]1[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=1.C(N(CC)CC)C>C(O)CCC>[Cl:8][C:6]1[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[N:3]=[C:2]([NH:23][C:22]2[CH:24]=[CH:25][C:19]([O:18][C:17]([F:16])([F:26])[F:27])=[CH:20][CH:21]=2)[CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 6008484-(Trifluoromethoxy)anilineHCID 534400494,6-Dichloro-2-(4-fluorophenyl)pyrimidine

Product 1

HCID 58626125HCID 58626125, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of compound 4,6-dichloro-2-(4-fluoro-phenyl)-pyrimidine (1 g, 4.10 mmol), 4-trifluoromethoxy aniline (0.8 g, 4.5 mmol) and triethyl amine (0.83 g, 8.20 mmol) in n-butanol (10 mL) was refluxed for 12 hours under nitrogen. The reaction mixture was then cooled to room temperature and concentrated under vacuum, the crude compound was passed through the silicagel by using 5-6% ethylacetate—petroleum ether to afford the compound [6-chloro-2-(4-fluoro-phenyl)-pyrimidin-4-yl]-(4-trifluoromethoxy-phenyl)-amine (0.75 g, 50%) as light brown solid.

Workup

  1. temperaturewas refluxed for 12 hours under nitrogen
  2. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-b85fc1ab16fc49e0b4922fa8284dfb48
Source dataset
uspto-grants-2010_10
Patent number
US07820654B2

Reaction notes

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