Diisopropylethylamine → HCID 86639107, compound

HRID 1479947Notes

Reaction equation

HRID 1479947 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][C:5]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[C:6]([CH3:9])[C:7]=1[CH3:8].[CH3:16][O:17][C:18]([C:20]1[C:21]([C:27]([F:30])([F:29])[F:28])=[N:22][C:23](Cl)=[N:24][CH:25]=1)=[O:19].C(N(C(C)C)CC)(C)C>O1CCOCC1>[CH3:16][O:17][C:18]([C:20]1[C:21]([C:27]([F:30])([F:28])[F:29])=[N:22][C:23]([N:13]2[CH2:14][CH2:15][N:10]([C:5]3[N:4]=[N:3][C:2]([Cl:1])=[C:7]([CH3:8])[C:6]=3[CH3:9])[CH2:11][CH2:12]2)=[N:24][CH:25]=1)=[O:19]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 3696469Methyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylateHCID 59191640HCID 59191640, compound

Product 1

HCID 86639107HCID 86639107, compoundYield 71.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a roundbottom flask is added 3-chloro-4,5-dimethyl-6-piperazin-1-yl-pyridazine (1 g, 4.41 mmol), 2-chloro-4-trifluoromethyl-pyrimidine-5-carboxylic acid methyl ester (2.12 g, 8.82 mmol) and diisopropylethylamine (2.3 mL, 13.23 mmol) in a dioxane (9 mL) solution and stirred for 18 h at room temperature. Filter the reaction mixture and rinse with water and ethylacetate to give 1.35 g of 2-[4-(6-chloro-4,5-dimethyl-pyridazin-3-yl)-piperazin-1-yl]-4-trifluoromethyl-pyrimidine-5-carboxylic acid methyl ester (71%).

Workup

  1. filtrationFilter the reaction mixture
  2. washrinse with water and ethylacetate

Sources & evidence

ORD record
ord-95051282cde642afbfbf30748d6a7cbd
Source dataset
uspto-grants-2016_08
Patent number
US09409871B2

Reaction notes

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