Sodium borohydride → (4-Chloro-2-fluorophenyl)(6-chloro-2-methyl-8-(morpholinomethyl)imidazo[1,2-b]pyridazin-3-yl)methanol

HRID 597860ノート

反応式

HRID 597860 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[N:14]3[N:15]=[C:16]([Cl:26])[CH:17]=[C:18]([CH2:19][N:20]4[CH2:25][CH2:24][O:23][CH2:22][CH2:21]4)[C:13]3=[N:12][C:11]=2[CH3:27])=[O:9])=[C:4]([F:28])[CH:3]=1.[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:10]2[N:14]3[N:15]=[C:16]([Cl:26])[CH:17]=[C:18]([CH2:19][N:20]4[CH2:21][CH2:22][O:23][CH2:24][CH2:25]4)[C:13]3=[N:12][C:11]=2[CH3:27])[OH:9])=[C:4]([F:28])[CH:3]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 56954584(4-Chloro-2-fluorophenyl)(6-chloro-2-methyl-8-(morpholinomethyl)imidazo[1,2-b]pyridazin-3-yl)methanone

生成物 1

HCID 86642488(4-Chloro-2-fluorophenyl)(6-chloro-2-methyl-8-(morpholinomethyl)imidazo[1,2-b]pyridazin-3-yl)methanol収率 94.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

Combine (4-chloro-2-fluorophenyl)(6-chloro-2-methyl-8-(morpholinomethyl)imidazo[1,2-b]pyridazin-3-yl)methanone (0.43 g, 1.0 mmol) and methanol (15 mL) in a round bottom flask. Place under nitrogen and cool to 0° C. Add sodium borohydride (58 mg, 1.5 equiv.) in one portion. Stir for 5 min at this temperature then remove cooling bath and let warm to RT. After 15 min, quench the reaction with water then extract with EA. Wash the organics with water followed by aqueous saturated sodium chloride. Dry the organics over anhydrous magnesium sulfate. Filter and concentrate in vacuo to give the title compound (0.4 g, 93%). LCMS (4 min)=425.0, 427.0, M+1.

後処理

  1. customthen remove
  2. temperaturecooling bath
  3. temperaturelet warm to RT
  4. waitAfter 15 min
  5. customquench
  6. customthe reaction with water
  7. extractionthen extract with EA
  8. washWash the organics with water
  9. dry with materialDry the organics over anhydrous magnesium sulfate
  10. filtrationFilter
  11. concentrationconcentrate in vacuo

出典と根拠

ORDレコード
ord-11ea8772602c4cbba81c070ebd78be75
出典データセット
uspto-grants-2011_03
特許番号
US07897600B2

反応ノート

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