Triethylamine → HCID 178458614, compound

HRID 415418Notes

Reaction equation

HRID 415418 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([Cl:9])=[CH:4][N:3]=1.[CH:10]([O:13][C:14]1[NH:18][N:17]=[C:16]([NH2:19])[CH:15]=1)([CH3:12])[CH3:11].C(N(CC)CC)C>C1COCC1>[Cl:1][C:2]1[N:7]=[C:6]([NH:19][C:16]2[CH:15]=[C:14]([O:13][CH:10]([CH3:12])[CH3:11])[NH:18][N:17]=2)[C:5]([Cl:9])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2372592,4,5-TrichloropyrimidineHCID 1784587215-Isopropoxy-1H-pyrazol-3-amine

Product 1

HCID 178458614HCID 178458614, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2,4,5-trichloropyrimidine (533 mg, 2.93 mmol), 5-isopropoxy-1H-pyrazol-3-amine (413 mg, 2.93 mmol) and triethylamine (0.49 ml) in THF (5 ml) was stirred at room temperature for 10 hours. Solvent was removed and EtOAc was added. The solution was washed with water and dried over anhydrous sodium sulfate and was concentrated to give title compound as a white solid (582 mg, 69%). LC-MS, 246 (M-42); 1H NMR (CDCl3) δ 8.19 (s, 1H), 7.80 (s, 1H), 5.79 (s, 1H), 4.65 (m, 1H), 1.30 (d, 6H).

Workup

  1. customSolvent was removed
  2. additionEtOAc was added
  3. washThe solution was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationwas concentrated

Sources & evidence

ORD record
ord-c07bf94d1d844fad836676edec867734
Source dataset
uspto-grants-2012_01
Patent number
US08088784B2

Reaction notes

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