2-Amino-4,6-dichloropyrimidine → HCID 178508445, compound

HRID 2367360Notes

Reaction equation

HRID 2367360 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]([CH:13]3[O:18][CH2:17][CH2:16][NH:15][CH2:14]3)[NH:11][CH:12]=2)[CH:5]=[CH:6][CH:7]=1.[Cl:19][C:20]1[CH:25]=[C:24](Cl)[N:23]=[C:22]([NH2:27])[N:21]=1.CCN(C(C)C)C(C)C>C(O)C>[Cl:19][C:20]1[CH:25]=[C:24]([N:15]2[CH2:16][CH2:17][O:18][CH:13]([C:10]3[NH:11][CH:12]=[C:8]([C:4]4[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=4)[N:9]=3)[CH2:14]2)[N:23]=[C:22]([NH2:27])[N:21]=1

Participants

5

Reactant 3

HCID 655222-Amino-4,6-dichloropyrimidineHCID 81531DiisopropylethylamineHCID 178478052HCID 178478052, compound

Product 1

HCID 178508445HCID 178508445, compoundYield 140.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-[4-(3-chlorophenyl)-1H-imidazol-2-yl]morpholine (600 mg, 2.0 mmol), 4,6-dichloro-2-pyrimidinamine (328 mg, 2.0 mmol) and Hunig's base (0.870 mL, 5.00 mmol) in ethanol (80 mL) was heated overnight at 85° C. The reaction mixture was filtered and concentrated to afford the crude title compound (1.1 g) as a brown oil. LC-MS (ES) m/z=391 [M+H]+.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-b90a1d1f46134c10812fdfa670381504
Source dataset
uspto-grants-2014_04
Patent number
US08697685B2

Reaction notes

Loading…