Water → 6-((S)-sec-Butoxy)-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

HRID 1524462ノート

反応式

HRID 1524462 の反応式
[H-].[Na+].Cl[C:4]1[C:5]([CH3:15])=[C:6]([CH3:14])[C:7]2[N:8]([C:10]([NH2:13])=[N:11][N:12]=2)[N:9]=1.[OH2:16]>C[C@H](O)CC.CN(C=O)C>[C@@H:5]([O:16][C:4]1[C:5]([CH3:15])=[C:6]([CH3:14])[C:7]2[N:8]([C:10]([NH2:13])=[N:11][N:12]=2)[N:9]=1)([CH2:6][CH3:7])[CH3:4]

参加物

6

反応物 3

HCID 962WaterHCID 24758Sodium hydrideHCID 580458046-Chloro-7,8-dimethyl-[1,2,4]triazolo[4,3-B]pyridazin-3-amine

生成物 1

HCID 580458716-((S)-sec-Butoxy)-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 444683(+)-2-Butanol溶媒2 回

反応条件

温度
0 °C

実験手順

(S)-Butan-2-ol (1.7 ml) was initially charged at RT with stirring and cooled almost to 0° C. with an ice bath. Subsequently, the mixture was admixed with portions of sodium hydride (85 mg). The suspension formed was heated to 55° C. for 1.5 h and then admixed with portions of 6-chloro-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine (W2.006a, 100 mg), suspended in (S)-butan-2-ol (2 ml) and DMF (2 ml). After stirring at 55° C. for 1 h, 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. 105 mg of the title compound were isolated in sufficient purity. LC-MS rt: 0.81 min [M+H]+: 236.2 (met. b)

後処理

  1. customThe suspension formed
  2. temperaturewas heated to 55° C. for 1.5 h
  3. stirringAfter stirring at 55° C. for 1 h
  4. extractionextracted three times with dichloromethane
  5. dry with materialThe combined organic phases were dried over sodium sulfate
  6. filtrationafter the desiccant had been filtered off
  7. customdried under reduced pressure

出典と根拠

ORDレコード
ord-b38adaf1829d4495893511c6682d3116
出典データセット
uspto-grants-2015_07
特許番号
US09079906B2

反応ノート

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