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Dimethyl Sulfoxide → HCID 53250722、化合物

HRID 2170002
ノート
印刷プレビュー

反応式

HRID 2170002 の反応式
Br[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Br:8])[N:3]=1.CS(C)=O.N12CCCN=C1CCCCC2.[OH:24][C:25]1[CH:32]=[CH:31][CH:30]=[CH:29][C:26]=1[CH2:27][NH2:28]>C(OCC)(=O)C>[Br:8][C:4]1[N:3]=[C:2]([NH:28][CH2:27][C:26]2[CH:29]=[CH:30][CH:31]=[CH:32][C:25]=2[OH:24])[CH:7]=[N:6][CH:5]=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 679Dimethyl SulfoxideHCID 702672-(Aminomethyl)phenol2 回HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 203617002,6-Dibromopyrazine2 回

生成物 1

HCID 53250722HCID 53250722、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

Introduced into a 50 ml round-bottomed flask is 1 g (4.2 mmol) of 2,6-dibromopyrazine (starting material 3), to which 15 ml of dimethyl sulphoxide, 638 mg (4.2 mmol, 1eq) of 1,8-diazabicyclo[5.4.0]undec-7-ene, and 1.03 g (8.4 mmol, 2 eq) of 2-hydroxybenzylamine (starting material 4) are added; the mixture is left stirring for 2 h at room temperature. The reaction medium is diluted with 50 ml of ethyl acetate and then the mixture is washed with 50 ml of a saturated solution of ammonium chloride, and then twice with 50 ml of water. The organic phases are dried over magnesium sulphate, filtered and concentrated to dryness. The residue is purified by chromatography over silica with, as eluent, a heptane/ethyl acetate (8/2) mixture. 2-[(6-Bromopyrazin-2-ylamino)methyl]phenol is obtained in the form of a white solid.

後処理

  1. additionIntroduced into a 50 ml round-bottomed flask
  2. waitthe mixture is left
  3. washthe mixture is washed with 50 ml of a saturated solution of ammonium chloride
  4. dry with materialThe organic phases are dried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated to dryness
  7. customThe residue is purified by chromatography over silica with, as eluent

出典と根拠

ORDレコード
ord-5135c05b7dde4f4bb1c52bbe13a6f158
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09050266B2

反応ノート

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