2-Amino-4,6-dichloropyrimidine → HCID 178508444, compound

HRID 2367353Notes

Reaction equation

HRID 2367353 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([CH:12]3[O:17][CH2:16][CH2:15][NH:14][CH2:13]3)[NH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:18][C:19]1[CH:24]=[C:23](Cl)[N:22]=[C:21]([NH2:26])[N:20]=1.CCN(C(C)C)C(C)C>C(O)C>[Cl:18][C:19]1[CH:24]=[C:23]([N:14]2[CH2:15][CH2:16][O:17][CH:12]([C:9]3[NH:10][CH:11]=[C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[N:8]=3)[CH2:13]2)[N:22]=[C:21]([NH2:26])[N:20]=1

Participants

5

Reactant 3

HCID 655222-Amino-4,6-dichloropyrimidineHCID 81531DiisopropylethylamineHCID 178420117HCID 178420117, compound

Product 1

HCID 178508444HCID 178508444, compoundYield 115.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-(4-phenyl-1H-imidazol-2-yl)morpholine (550 mg, 2.07 mmol), 4,6-dichloro-2-pyrimidinamine (339 mg, 2.07 mmol) and Hunig's base (0.901 mL, 5.17 mmol) in ethanol (80 mL) was heated at 85° C. for 5 hours. The mixture was concentrated to afford the crude title compound (850 mg) as a brown oil. LC-MS (ES) m/z=357 [M+H]+.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-458cf2c5664e4869bc226d083743c496
Source dataset
uspto-grants-2014_04
Patent number
US08697685B2

Reaction notes

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