Triethylamine → 5-Bromo-2-chloro-N-(5-methoxy-1H-pyrazol-3-yl)pyrimidin-4-amine

HRID 415438Notes

Reaction equation

HRID 415438 reaction equation
[Br:1][C:2]1[C:3](Cl)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.[CH3:10][O:11][C:12]1[NH:16][N:15]=[C:14]([NH2:17])[CH:13]=1.C(N(CC)CC)C>C1COCC1>[Br:1][C:2]1[C:3]([NH:17][C:14]2[CH:13]=[C:12]([O:11][CH3:10])[NH:16][N:15]=2)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2899735-Bromo-2,4-dichloropyrimidineHCID 178493288HCID 178493288, compound

Product 1

HCID 1784930715-Bromo-2-chloro-N-(5-methoxy-1H-pyrazol-3-yl)pyrimidin-4-amine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of 5-bromo-2,4-dichloropyrimidine (1.20 g, 5.26 mmol) in THF (10 ml) at room temperature was added 5-methoxy-1H-pyrazol-3-amine (594 mg, 5.26 mmol) and triethylamine (685 mg, 6.3 mmol) and the reaction mixture was stirred at 40° C. overnight. The suspension was filtered and washed with water and dried to give the desired product as a white solid. MS: 305 (M+1).

Workup

  1. filtrationThe suspension was filtered
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-5adb43e3db0440bc98e8ae9ccbf71f87
Source dataset
uspto-grants-2012_01
Patent number
US08088784B2

Reaction notes

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