Morpholine → HCID 58626176, compound

HRID 1161719Notes

Reaction equation

HRID 1161719 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[N:5]=[C:4]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][C:23]([F:26])([F:25])[F:24])=[CH:18][CH:17]=2)[CH:3]=1.[NH:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1>C(O)CCC>[F:14][C:11]1[CH:12]=[CH:13][C:8]([C:6]2[N:5]=[C:4]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([O:22][C:23]([F:26])([F:25])[F:24])=[CH:18][CH:17]=3)[CH:3]=[C:2]([N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)[N:7]=2)=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 58626125HCID 58626125, compound

Product 1

HCID 58626176HCID 58626176, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
30 °C

Procedure

A mixture of compound [6-chloro-2-(4-fluoro-phenyl)-pyrimidin-4-yl]-(4-trifluoromethoxy-phenyl)-amine (0.25 g, 0.65 mmol) and morpholine (0.113 g, 8.20 mmol) in n-butanol (10 mL) was refluxed for 12 hours under nitrogen. The mixture was then cooled to temperature in the range of 20-40° C. and evaporated under reduced pressure. The crude compound was passed through the silicagel by using 20% ethylacetate—petroleum ether to afford the compound [2-(4-fluoro-phenyl)-6-morpholin-4-yl-pyrimidin-4-yl]-(4-trifluoromethoxy-phenyl)-amine (0.157 g, 56%) as off white solid.

Workup

  1. temperaturewas refluxed for 12 hours under nitrogen
  2. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-a5a7354f156841b6adb82059f57d3730
Source dataset
uspto-grants-2010_10
Patent number
US07820654B2

Reaction notes

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