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2-Aminopyridine → [N-(2-Pyridyl)aminometyl](10-methoxymethyl-10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)ketone

HRID 1059420
ノート
印刷プレビュー

反応式

HRID 1059420 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.C(=O)([O-])O.[Na+].Br[CH2:14][C:15]([C:17]1[CH:18]=[CH:19][C:20]2[S:25][C:24]3[N:26]=[CH:27][CH:28]=[N:29][C:23]=3[N:22]([CH2:30][O:31][CH3:32])[C:21]=2[CH:33]=1)=[O:16]>C(O)C.O1CCCC1>[N:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:1][CH2:14][C:15]([C:17]1[CH:18]=[CH:19][C:20]2[S:25][C:24]3[N:26]=[CH:27][CH:28]=[N:29][C:23]=3[N:22]([CH2:30][O:31][CH3:32])[C:21]=2[CH:33]=1)=[O:16]
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 3

HCID 104392-AminopyridineHCID 516892Sodium BicarbonateHCID 18670316bromomethyl(10-methoxymethyl-10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)ketone

生成物 1

HCID 23565187[N-(2-Pyridyl)aminometyl](10-methoxymethyl-10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)ketone収率 53.6%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒
HCID 8028
Tetrahydrofuran
溶媒

実験手順

To 3 ml of a solution of 140 mg of 2-aminopyridine in ethanol was added 130 mg of sodium hydrogencarbonate and the resulting mixture was stirred at room temperature. Next, 2 ml of a solution of 360 mg of bromomethyl(10-methoxymethyl-10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)ketone in tetrahydrofuran was dropped thereinto and the resulting mixture was heated under reflux for 2 hours. Then the reaction mixture was brought back to room temperature and silica gel was added thereto. After distilling off the solvent under reduced pressure, the residue was purified by silica gel column chromatography (eluted with dichloromethane/methanol) to thereby give 200 mg of the title compound as yellow crystals.

後処理

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 2 hours
  3. customwas brought back to room temperature
  4. additionsilica gel was added
  5. distillationAfter distilling off the solvent under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (eluted with dichloromethane/methanol)

出典と根拠

ORDレコード
ord-b2931bce4ed943fbad0e1c2d558c95a9
出典データセット
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06518423B1

反応ノート

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