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tert-Butyl piperazine-1-carboxylate → tert-butyl 4-((6-((3-ethyl-4-(imidazo[1,2-a]pyridine-3-carboxamido)-1H-indazol-1-yl)methyl)pyridin-2-yl)methyl)piperazine-1-carboxylate

HRID 79291
ノート
印刷プレビュー

反応式

HRID 79291 の反応式
[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:12][C:13]([C:15]2[N:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]3=[N:17][CH:16]=2)=[O:14])[N:5]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([CH:31]=O)[N:26]=2)[N:4]=1)[CH3:2].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[N:47]1([C:53]([O:55][C:56]([CH3:59])([CH3:58])[CH3:57])=[O:54])[CH2:52][CH2:51][NH:50][CH2:49][CH2:48]1>ClCCl.CO>[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:12][C:13]([C:15]2[N:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]3=[N:17][CH:16]=2)=[O:14])[N:5]([CH2:24][C:25]2[N:26]=[C:27]([CH2:31][N:50]3[CH2:51][CH2:52][N:47]([C:53]([O:55][C:56]([CH3:59])([CH3:58])[CH3:57])=[O:54])[CH2:48][CH2:49]3)[CH:28]=[CH:29][CH:30]=2)[N:4]=1)[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 5049666Sodium triacetoxyborohydrideHCID 86672209N-(3-ethyl-1-((6-formylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide

生成物 1

HCID 67261333tert-butyl 4-((6-((3-ethyl-4-(imidazo[1,2-a]pyridine-3-carboxamido)-1H-indazol-1-yl)methyl)pyridin-2-yl)methyl)piperazine-1-carboxylate収率 45%

試薬・触媒・溶媒 1

HCID 21226129
Dichloromethane methanol
溶媒

実験手順

To a mixture of N-(3-ethyl-1-((6-formylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide (20 mg, 0.0471 mmol) and sodium triacetoxyborohydride (49.9 mg, 0.236 mmol) in a 1:1 mixture of dichloromethane/methanol (1 mL) was added tert-butyl piperazine-1-carboxylate (10.5 mg, 0.0565 mmol). The mixture was stirred for 30 minutes at ambient temperature. The solvent was removed under reduced pressure and the residue was purified using preparative thin layer chromatography on silica, eluting with 12% methanol and 0.5% ammonium hydroxide in dichloromethane to give the desired product (12.6 mg).

後処理

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified
  3. washeluting with 12% methanol and 0.5% ammonium hydroxide in dichloromethane

出典と根拠

ORDレコード
ord-739eef8958d74bdebd0ceda2c7add3ef
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08841455B2

反応ノート

読み込み中…

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