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

HRID 597860노트

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HRID 597860 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-11ea8772602c4cbba81c070ebd78be75
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07897600B2

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