2,4-Dichloro-5-phenylpyrimidine → HCID 178478335, compound

HRID 855649Notes

Reaction equation

HRID 855649 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][N:3]=1.[CH:15]1([C:18]2[CH:19]=[C:20]([NH2:23])[NH:21][N:22]=2)[CH2:17][CH2:16]1>C(O)C>[Cl:1][C:2]1[N:7]=[C:6]([NH:23][C:20]2[NH:21][N:22]=[C:18]([CH:15]3[CH2:17][CH2:16]3)[CH:19]=2)[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 123565972,4-Dichloro-5-phenylpyrimidineHCID 178507266HCID 178507266, compound

Product 1

HCID 178478335HCID 178478335, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 2,4-Dichloro-5-phenyl-pyrimidine (187 mg, 0.83 mmol) and trethylamine (255 μL, 1.83 mmol) in ethanol (25 mL) was added 5-Cyclopropyl-2H-pyrazol-3-ylamine (142 mg, 1.16 mmol) and the solution was heated to 80 C for 14 h. The solvent was removed in vacuum, and the title compound was obtained by flash chromatography (0–2% methanol in dichloromethane) to give: 150 mg (60% yield). HPLC tr=6.68 min (87%), LCMS m/e 312.1 (M+H), 310.0 (M−H).

Workup

  1. temperaturethe solution was heated to 80 C for 14 h
  2. customThe solvent was removed in vacuum

Sources & evidence

ORD record
ord-390dca8bd5164f47978fc7c46d75a1ec
Source dataset
uspto-grants-2007_08
Patent number
US07262200B2

Reaction notes

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