Reaktion #45186

Reaktionsgleichung

methyl 2-chloropyrimidine-5-carboxylate

1-cyclopropyl-1,4-diazepane

N-ethyl-N-propan-2-ylpropan-2-amine

→

methyl 2-(4-cyclopropyl-1,4-diazepan-1-yl)pyrimidine-5-carboxylate

Ausbeute 97.3%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was evaporated to dryness
2. 2
   workup.DISSOLUTIONredissolved in MeOH (20 mL)
3. 3
   Sonstigethe crude product was purified by ion exchange chromatography
4. 4
   WaschenThe desired product was eluted from the column
5. 5
   Sonstigeevaporated to dryness

Vorschrift

A solution of methyl 2-chloropyrimidine-5-carboxylate (200 mg, 1.16 mmol) in dichloromethane (4.00 mL) was added to a stirred solution of 1-cyclopropyl-1,4-diazepane (247 mg, 1.16 mmol) and N-ethyl-N-propan-2-ylpropan-2-amine (0.902 mL, 5.22 mmol) in dichloromethane (4.00 mL) at 25° C. The resulting solution was stirred at ambient temperature for 18 h. The reaction mixture was evaporated to dryness and redissolved in MeOH (20 mL) and the crude product was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using 7M NH3/MeOH and evaporated to dryness to afford methyl 2-(4-cyclopropyl-1,4-diazepan-1-yl)pyrimidine-5-carboxylate (312 mg, 97%) as a cream solid. This was used directly with no further purification.

Quelle