Triethylamine → HCID 178478335, compound

HRID 1176034Notes

Reaction equation

HRID 1176034 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.C(N(CC)CC)C.[CH:22]1([C:25]2[CH:26]=[C:27]([NH2:30])[NH:28][N:29]=2)[CH2:24][CH2:23]1>C(O)C>[Cl:1][C:2]1[N:7]=[C:6]([NH:30][C:27]2[NH:28][N:29]=[C:25]([CH:22]3[CH2:24][CH2:23]3)[CH:26]=2)[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 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 triethylamine (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-679a0b943e4744679396616db1bfd3c1
Source dataset
uspto-grants-2010_11
Patent number
US07842712B2

Reaction notes

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