Potassium Carbonate → 4-ethyl-6-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-ylamine

HRID 1035475ノート

反応式

HRID 1035475 の反応式
C(=O)([O-])[O-].[K+].[K+].[NH:7]1[C:11]2=[N:12][CH:13]=[CH:14][CH:15]=[C:10]2[C:9]([C:16](=O)[C:17]#[C:18][CH2:19][CH3:20])=[CH:8]1.C(=O)(O)O.[NH2:26][C:27]([NH2:29])=[NH:28]>COCCO>[CH2:19]([C:18]1[CH:17]=[C:16]([C:9]2[C:10]3[C:11](=[N:12][CH:13]=[CH:14][CH:15]=3)[NH:7][CH:8]=2)[N:28]=[C:27]([NH2:29])[N:26]=1)[CH3:20]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 286947Carbonic acid-guanidine (1:1)HCID 58217085(1H-pyrrolo[2,3-b]pyridin-3-yl)pent-2-yn-1-one

生成物 1

HCID 251643694-ethyl-6-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-ylamine

試薬・触媒・溶媒 1

HCID 80192-Methoxyethanol溶媒

実験手順

2.2 2.1 g (15.12 mmol) of potassium carbonate are added to a solution of 600 mg (3.03 mmol) of (1H-pyrrolo[2,3-b]pyridin-3-yl)pent-2-yn-1-one and 660 mg (3.66 mmol) of guanidine carbonate in 10 ml of ethylene glycol monomethyl ether, and the mixture is heated at the boil for 4 hours. After cooling, the mixture is partitioned between water and ethyl acetate. The organic phase is dried over sodium sulfate, evaporated, and the residue is chromatographed using preparative HPLC, giving 4-ethyl-6-(1H-pyrrolo-[2,3-b]pyridin-3-yl)pyrimidin-2-ylamine (“A5”) as colourless solid; ESI 240;

後処理

  1. temperaturethe mixture is heated at the boil for 4 hours
  2. temperatureAfter cooling
  3. customthe mixture is partitioned between water and ethyl acetate
  4. dry with materialThe organic phase is dried over sodium sulfate
  5. customevaporated
  6. customthe residue is chromatographed

出典と根拠

ORDレコード
ord-430dadd9d6854c46b6b6b8fdcae008b2
出典データセット
uspto-grants-2013_10
特許番号
US08546390B2

反応ノート

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