Water → 6-Ethoxy-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

HRID 1524450노트

반응식

HRID 1524450 반응식
F[C:2](F)(F)[C:3](O)=[O:4].Cl[C:9]1[CH:10]=[C:11]([CH3:19])[C:12]2[N:13]([C:15]([NH2:18])=[N:16][N:17]=2)[N:14]=1.[O-]CC.[Na+].O>C(O)C>[CH2:3]([O:4][C:9]1[CH:10]=[C:11]([CH3:19])[C:12]2[N:13]([C:15]([NH2:18])=[N:16][N:17]=2)[N:14]=1)[CH3:2]

참가 물질

5

반응물 3

HCID 962WaterHCID 2723922Sodium ethoxide3회HCID 866507956-Chloro-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine trifluoroacetate

생성물 1

HCID 580459206-Ethoxy-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine수율 83.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

6-Chloro-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine trifluoroacetate (W2.002b; 50 mg) was dissolved in ethanol (3.5 ml) while stirring at RT. Thereafter, sodium ethoxide was added dropwise while cooling with ice (25 mg dissolved in 1.5 ml of ethanol). After stirring at RT for 2.5 h, the mixture was heated to 60° C. and, after 2.5 h, a further equivalent of sodium ethoxide solution was added. After standing overnight, the mixture was heated again to 60° C., two further equivalents of sodium ethoxide solution were added and the mixture was stirred for 4 h. Subsequently, the mixture was admixed with water and extracted three times with dichloromethane. The combined organic phases were dried over sodium sulfate and, after the desiccant had been filtered off, dried under reduced pressure. 27 mg of the title compound were obtained. LC-MS rt: 0.67 min [M+H]+: 194.1 (met. a)

후처리

  1. stirringAfter stirring at RT for 2.5 h
  2. temperaturethe mixture was heated to 60° C. and, after 2.5 h
  3. temperaturethe mixture was heated again to 60° C.
  4. stirringthe mixture was stirred for 4 h
  5. extractionextracted three times with dichloromethane
  6. dry with materialThe combined organic phases were dried over sodium sulfate
  7. filtrationafter the desiccant had been filtered off
  8. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-b5f99ce73b1d4dbf9a103da46b418b24
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09079906B2

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