Morpholine → HCID 58626081, compound

HRID 1161685Notes

Reaction equation

HRID 1161685 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][C:16]([F:19])([F:18])[F:17])=[CH:11][CH:10]=2)[CH:5]=[C:4]([Cl:20])[N:3]=1.[NH:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1.C(N(CC)CC)C>C(O)C>[Cl:20][C:4]1[N:3]=[C:2]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[N:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][C:16]([F:19])([F:18])[F:17])=[CH:11][CH:10]=2)[CH:5]=1

Participants

5

Reactant 3

HCID 8083MorpholineHCID 8471TriethylamineHCID 58626080HCID 58626080, compound

Product 1

HCID 58626081HCID 58626081, compoundYield 73.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
30 °C

Procedure

A mixture of compound (2,6-dichloro-pyrimidin-4-yl)-(4-trifluoromethoxy-phenyl)-amine (0.4 g, 1.23 mmol), morpholine (0.1 g, 1.16 mmol) and triethyl amine (0.5 ml, 3.66 mmol) in solvent ethanol (10 mL) was refluxed for 12 hours under nitrogen atmosphere. The reaction mixture was cooled to temperature in the range of 20-40° C. and concentrated under vacuum. The crude compound was passed through the silica gel by using 8-10% ethylacetate in pet-ether to afford the compound (6-chloro-2-morpholin-4-yl-pyrimidin-4-yl)-(4-trifluoromethoxy-phenyl)-amine (0.32 g, 69%) as white solid.

Workup

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

Sources & evidence

ORD record
ord-6bb2a317609d432684b2ee771d5dd9a9
Source dataset
uspto-grants-2010_10
Patent number
US07820654B2

Reaction notes

Loading…