O,O-Dipyridin-2-yl carbonothioate → 4-(2-(6-Isothiocyanatopyridin-3-yloxy)pyridin-3-yl)-2-(methylthio)pyrimidine

HRID 252655

反応式

HRID 252655 の反応式
[CH3:1][S:2][C:3]1[N:8]=[C:7]([C:9]2[C:10]([O:15][C:16]3[CH:17]=[CH:18][C:19]([NH2:22])=[N:20][CH:21]=3)=[N:11][CH:12]=[CH:13][CH:14]=2)[CH:6]=[CH:5][N:4]=1.C1C=C(O[C:30](OC2N=CC=CC=2)=[S:31])N=CC=1>C(Cl)Cl>[N:22]([C:19]1[N:20]=[CH:21][C:16]([O:15][C:10]2[C:9]([C:7]3[CH:6]=[CH:5][N:4]=[C:3]([S:2][CH3:1])[N:8]=3)=[CH:14][CH:13]=[CH:12][N:11]=2)=[CH:17][CH:18]=1)=[C:30]=[S:31]

参加物

4

反応物 2

HCID 719784O,O-Dipyridin-2-yl carbonothioateHCID 668627075-(3-(2-(Methylthio)pyrimidin-4-yl)pyridin-2-yloxy)pyridin-2-amine

生成物 1

HCID 871828694-(2-(6-Isothiocyanatopyridin-3-yloxy)pyridin-3-yl)-2-(methylthio)pyrimidine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a mixture of 5-(3-(2-(methylthio)pyrimidin-4-yl)pyridin-2-yloxy)pyridin-2-amine (0.170 g, 0.546 mmol) in DCM was added di-2-pyridyl thionocarbonate (0.133 g, 0.573 mmol). The reaction was allowed to stir overnight. After 16 h, the reaction was washed 4× with water, then transferred to a separatory funnel and diluted with DCM. The organic layer was washed with water, dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo to give 4-(2-(6-isothiocyanatopyridin-3-yloxy)pyridin-3-yl)-2-(methylthio)pyrimidine. MS m/z=354 [M+H]+. Calc'd for C16H11N5OS2: 353.4.

後処理

  1. waitAfter 16 h
  2. washthe reaction was washed 4× with water
  3. customtransferred to a separatory funnel
  4. additiondiluted with DCM
  5. washThe organic layer was washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-9afbacac2bde423297e73518ecc57ec3
出典データセット
uspto-grants-2011_01
特許番号
US07868177B2

関連ノート

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