Water → 6-(2-Methoxy-1-methoxymethylethoxy)-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

HRID 657860

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HRID 657860 반응식
[CH3:1][O:2][CH2:3][CH:4]([OH:8])[CH2:5][O:6][CH3:7].[H-].[Na+].Br.Cl[C:13]1[CH:14]=[C:15]([CH3:23])[C:16]2[N:17]([C:19]([NH2:22])=[N:20][N:21]=2)[N:18]=1.O>CN(C=O)C>[CH3:1][O:2][CH2:3][CH:4]([CH2:5][O:6][CH3:7])[O:8][C:13]1[CH:14]=[C:15]([CH3:23])[C:16]2[N:17]([C:19]([NH2:22])=[N:20][N:21]=2)[N:18]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 121901,3-Dimethoxy-2-propanolHCID 24758Sodium hydrideHCID 866507966-Chloro-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide

생성물 1

HCID 580459056-(2-Methoxy-1-methoxymethylethoxy)-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
40 °C

실험 절차

1,3-Dimethoxypropan-2-ol (12.96 ml) was initially charged in DMF (25 ml), admixed under argon with sodium hydride (681 mg) and stirred at 40° C. for 1 h. Subsequently, 6-chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide (W2.002; 1.5 g), dissolved in DMF (25 ml), was added dropwise within 20 min. After 1 h, the mixture was admixed with water and extracted by shaking four times with dichloromethane. The combined organic phases were dried over magnesium sulfate and concentrated by rotary evaporation. The residue was triturated with MtB ether, filtered off with suction and dried. 764 mg of the title compound were isolated. LC-MS rt: 0.74 min [M+H]+: 268.1 (met. a)

후처리

  1. additionwas added dropwise within 20 min
  2. waitAfter 1 h
  3. extractionextracted
  4. stirringby shaking four times with dichloromethane
  5. dry with materialThe combined organic phases were dried over magnesium sulfate
  6. concentrationconcentrated by rotary evaporation
  7. customThe residue was triturated with MtB ether
  8. filtrationfiltered off with suction
  9. customdried

출처 및 근거

ORD 기록
ord-fbede180588444a09ed2d48ec861c335
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08076336B2

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