Methylamine → 2-(4-methoxybenzyl)-5-bromo-4-(methylamino)pyridazin-3(2H)-one

HRID 1966381노트

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HRID 1966381 반응식
[CH3:1][NH2:2].[CH3:3][O:4][C:5]1[CH:20]=[CH:19][C:8]([CH2:9][N:10]2[C:15](=[O:16])[C:14](Br)=[C:13]([Br:18])[CH:12]=[N:11]2)=[CH:7][CH:6]=1>C1(C)C=CC=CC=1>[CH3:3][O:4][C:5]1[CH:20]=[CH:19][C:8]([CH2:9][N:10]2[C:15](=[O:16])[C:14]([NH:2][CH3:1])=[C:13]([Br:18])[CH:12]=[N:11]2)=[CH:7][CH:6]=1

참가 물질

4

반응물 2

HCID 6329MethylamineHCID 469304402-(4-methoxybenzyl)-4,5-dibromopyridazin-3(2H)-one

생성물 1

HCID 469304412-(4-methoxybenzyl)-5-bromo-4-(methylamino)pyridazin-3(2H)-one

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
90 °C

실험 절차

In a glass pressure reactor vessel equipped with a magnetic stir bar, toluene (100 mL) was saturated with anhydrous methylamine at 0° C. then 2-(4-methoxybenzyl)-4,5-dibromopyridazin-3(2H)-one (1) (22 g, 59 mmol) was added. The vessel was sealed and the suspension was stirred and heated at 90° C. for 18 h. The resulting suspension was allowed to cool to RT. Anhydrous methylamine was bubbled through the mixture for 15 min, the reactor was sealed again, and the mixture was stirred and heated at 90° C. for an additional 18 h. After cooling to RT, the mixture was concentrated in vacuo to dryness. The resulting brown solid was suspended in MeOH and sonicated. The solid was collected by suction filtration, washed with MeOH, and dried in vacuo to give 2-(4-methoxybenzyl)-5-bromo-4-(methylamino)pyridazin-3(2H)-one as a yellow solid.

후처리

  1. customIn a glass pressure reactor vessel equipped with a magnetic stir bar
  2. customThe vessel was sealed
  3. temperatureto cool to RT
  4. customAnhydrous methylamine was bubbled through the mixture for 15 min
  5. customthe reactor was sealed again
  6. stirringthe mixture was stirred
  7. temperatureheated at 90° C. for an additional 18 h
  8. temperatureAfter cooling to RT
  9. concentrationthe mixture was concentrated in vacuo to dryness
  10. customsonicated
  11. filtrationThe solid was collected by suction filtration
  12. washwashed with MeOH
  13. customdried in vacuo

출처 및 근거

ORD 기록
ord-7aab233a39f747079239dceb1cd4f7c6
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08420649B2

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