Water → 8-Methyl-6-pyrrolidin-1-yl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

HRID 657865ノート

反応式

HRID 657865 の反応式
Br.Cl[C:3]1[CH:4]=[C:5]([CH3:13])[C:6]2[N:7]([C:9]([NH2:12])=[N:10][N:11]=2)[N:8]=1.[NH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1.O>CN(C=O)C>[CH3:13][C:5]1[C:6]2[N:7]([C:9]([NH2:12])=[N:10][N:11]=2)[N:8]=[C:3]([N:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)[CH:4]=1

参加物

5

反応物 3

HCID 962WaterHCID 31268PyrrolidineHCID 866507966-Chloro-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide

生成物 1

HCID 580458198-Methyl-6-pyrrolidin-1-yl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

6-Chloro-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide (W2.002; 250 mg) was dissolved in DMF (2 ml) and admixed with pyrrolidine (2 ml). Thereafter, the reaction mixture was placed into the heating block at 80° C. with stirring for 1.5 h. Subsequently, the solvent was drawn off and the residue was admixed with a little water and extracted three times with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered and concentrated. When the residue was dissolved in acetonitrile/water+0.05% TFA, a solid precipitated out, which was filtered off with suction and dried. 40 mg of 8-methyl-6-pyrrolidin-1-yl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine were obtained. The mother liquor was purified by means of preparative HPLC (met. A), and the clean product fractions were combined, freed of the acetonitrile under reduced pressure and freeze-dried. 11 mg of 8-methyl-6-pyrrolidin-1-yl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine were obtained as the trifluoroacetic acid salt. 8-Methyl-6-pyrrolidin-1-yl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

後処理

  1. customwas placed into the heating block at 80° C.
  2. extractionextracted three times with dichloromethane
  3. dry with materialThe combined organic phases were dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. dissolutionWhen the residue was dissolved in acetonitrile/water+0.05% TFA
  7. customa solid precipitated out
  8. filtrationwhich was filtered off with suction
  9. customdried

出典と根拠

ORDレコード
ord-afd80fb6bf4d4927b9efdee4d860fe50
出典データセット
uspto-grants-2011_12
特許番号
US08076336B2

反応ノート

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