Diisopropylethylamine → HCID 23106209, compound

HRID 1294558Notes

Reaction equation

HRID 1294558 reaction equation
Cl[C:2]1[N:7]=[C:6]([Cl:8])[C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][N:3]=1.Cl.[CH2:14]([NH:17][C:18](=[O:28])[C:19]1[CH:24]=[CH:23][C:22]([NH2:25])=[C:21]([O:26][CH3:27])[CH:20]=1)[CH2:15][CH3:16].C(N(C(C)C)C(C)C)C>O1CCOCC1.C(OCC)(=O)C>[CH3:27][O:26][C:21]1[CH:20]=[C:19]([C:18](=[O:28])[NH:17][CH2:14][CH2:15][CH3:16])[CH:24]=[CH:23][C:22]=1[NH:25][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][N:3]=1

Participants

6

Reactant 3

HCID 81531DiisopropylethylamineHCID 27827742,4-Dichloro-5-(trifluoromethyl)pyrimidineHCID 67095443HCID 67095443, compound

Product 1

HCID 23106209HCID 23106209, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

5 g (21.9 mmol) 2,4-dichloro-5-trifluoromethyl-pyrimidine are dissolved in 50 ml 1,4-dioxane and combined with 5.50 g (21.9 mmol) 4-amino-3-methoxybenzoic acid-propylamide hydrochloride (Journal of Pharmaceutical Sciences 1989, 78(10), 829-32). 7.50 ml (43.8 mmol) ethyldiisopropylamine are added to this reaction mixture and it is stirred for 2 days at ambient temperature. Then the reaction mixture is diluted with 250 ml of ethyl acetate and washed first of all with 300 ml aqueous 10% KHSO4 solution, then with 300 ml saturated, aqueous NaCl solution. The organic phase is dried with MgSO4 and the solvent is eliminated in vacuo.

Workup

  1. washwashed first of all with 300 ml aqueous 10% KHSO4 solution
  2. dry with materialThe organic phase is dried with MgSO4

Sources & evidence

ORD record
ord-dc2eb3749c354285a8a4eb2fc912f48a
Source dataset
uspto-grants-2007_07
Patent number
US07241769B2

Reaction notes

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