Triethylamine → HCID 86636998, compound

HRID 1366597Notes

Reaction equation

HRID 1366597 reaction equation
Cl[C:2]1[C:7]([F:8])=[C:6]([Cl:9])[N:5]=[C:4]([CH3:10])[N:3]=1.[CH3:11][NH:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=1.C(N(CC)CC)C>C1COCC1.CCOC(C)=O>[Cl:9][C:6]1[N:5]=[C:4]([CH3:10])[N:3]=[C:2]([N:12]([CH3:11])[CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)[C:7]=1[F:8]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 143276Methyl[2-(pyridin-4-yl)ethyl]amineHCID 137310334,6-Dichloro-5-fluoro-2-methylpyrimidine

Product 1

HCID 86636998HCID 86636998, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

4,6-Dichloro-5-fluoro-2-methylpyrimidine (280 mg, 1.54 mmol) was dissolved in 5 mL of THF and stirred at room temperature. Methyl[2-(4-pyridinyl)ethyl]amine (210 mg, 1.54 mmol) was added, followed by triethylamine (240 μL, 1.69 mmol). The resulting reaction mixture was stirred overnight. The reaction was diluted with EtOAc, washed with brine, was dried (sodium sulfate) and was evaporated to provide 6-chloro-5-fluoro-N,2-dimethyl-N-[2-(4-pyridinyl)ethyl]-4-pyrimidinamine (350 mg, 81%) that was used without further purification. LCMS: (M+H)+: 281.1.

Workup

  1. customThe resulting reaction mixture
  2. stirringwas stirred overnight
  3. washwashed with brine
  4. dry with materialwas dried (sodium sulfate)
  5. customwas evaporated

Sources & evidence

ORD record
ord-387a8f2138ee4bb59f819498159b4040
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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