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Water → 3-(4-benzyloxy-benzyl)-6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazine

HRID 69160
ノート
印刷プレビュー

反応式

HRID 69160 の反応式
[BH4-].[Na+].[CH2:3]([O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]([C:19]2[N:23]3[N:24]=[C:25]([C:28]4[CH:29]=[N:30][N:31]([CH3:33])[CH:32]=4)[CH:26]=[CH:27][C:22]3=[N:21][CH:20]=2)=O)=[CH:13][CH:12]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.O.C([SiH](CC)CC)C>C(O)C>[CH2:3]([O:10][C:11]1[CH:12]=[CH:13][C:14]([CH2:17][C:19]2[N:23]3[N:24]=[C:25]([C:28]4[CH:29]=[N:30][N:31]([CH3:33])[CH:32]=4)[CH:26]=[CH:27][C:22]3=[N:21][CH:20]=2)=[CH:15][CH:16]=1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=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 962Water2 回HCID 12052TriethylsilaneHCID 4311764Sodium borohydrideHCID 68633986(4-benzyloxy-phenyl)-[6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-methanone

生成物 1

HCID 686333193-(4-benzyloxy-benzyl)-6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazine

試薬・触媒・溶媒 1

HCID 702
Ethanol
溶媒

実験手順

Sodium borohydride was added to a solution of (4-benzyloxy-phenyl)-[6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-methanone (Stage 5.2, 190 mg, 0.46 mmol) in ethanol (1.5 mL) and the reaction stirred for 16 h. Water was added to the reaction and the resulting solid was filtered off and dried under vacuum. The solid was dissolved in TFA (2 mL) and to this solution was added triethylsilane (0.18 mL, 1.16 mmol) and the mixture was stirred at rt for 30 min. Water was added and the mixture extracted with EtOAc. The EtOAc extract was dried, filtered and concentrated to give the title compound as red solid (tR 1.3 min (conditions 2), MH+=396).

後処理

  1. filtrationthe resulting solid was filtered off
  2. customdried under vacuum
  3. dissolutionThe solid was dissolved in TFA (2 mL) and to this solution
  4. stirringthe mixture was stirred at rt for 30 min
  5. extractionthe mixture extracted with EtOAc
  6. extractionThe EtOAc extract
  7. customwas dried
  8. filtrationfiltered
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-53679f93851e4b829968e8c918c34ff3
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

読み込み中…

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