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Hydrochloric Acid → 1-(6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-2,2,2-trifluoro-1-(quinolin-6-yl)ethanol

HRID 69275
ノート
印刷プレビュー

反応式

HRID 69275 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:11]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][CH:22]=3)[N:19]=[CH:18][CH:17]=[CH:16]4)=[O:12])=[CH:9][N:10]=2)[N:7]=1.[F:23][C:24]([Si](C)(C)C)([F:26])[F:25].[F-].[K+].Cl>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:11]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][CH:22]=3)[N:19]=[CH:18][CH:17]=[CH:16]4)([OH:12])[C:24]([F:26])([F:25])[F:23])=[CH:9][N:10]=2)[N:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 522689Potassium FluorideHCID 552549(Trifluoromethyl)trimethylsilaneHCID 86630275(6-Chloroimidazo[1,2-b]pyridazin-3-yl)(quinolin-6-yl)methanone

生成物 1

HCID 866351161-(6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-2,2,2-trifluoro-1-(quinolin-6-yl)ethanol

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

(6-chloro-imidazo[1,2-b]pyridazin-3-yl)-quinolin-6-yl-methanone (Stage 1.2, 50 mg, 0.162 mmol) was dissolved in DMF (5 mL) and (trifluoromethyl)trimethylsilane (1.294 mL, 8.10 mmol) and KF (4.70 mg, 0.081 mmol) were introduced. After 30 min at rt, 1 N HCl was added to the RM. It was stirred at rt for 20 h. the reaction was not completed. It was then heated at 150° C. under microwave irradiations for 5 min. It was extracted with EtOAc twice. Combined organic layers was washed with brine and dried over Na2SO4. It was filtered and the solvent was removed to afford as brown solid 1-(6-chloro-imidazo[1,2-b]pyridazin-3-yl)-2,2,2-trifluoro-1-(quinolin-6-yl)ethanol (tR 0.8 min (conditions 2), MH+=379).

後処理

  1. temperatureIt was then heated at 150° C. under microwave irradiations for 5 min
  2. extractionIt was extracted with EtOAc twice
  3. washCombined organic layers was washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationIt was filtered
  6. customthe solvent was removed

出典と根拠

ORDレコード
ord-b348cfc2f0864184af2134e181030c88
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08822468B2

反応ノート

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