Water → HCID 58315460、化合物

HRID 2359624ノート

反応式

HRID 2359624 の反応式
[CH3:1][N:2]([CH3:28])[C:3]([C:5]1[N:20]([CH:21]2[CH2:26][CH2:25][C:24](=[O:27])[CH2:23][CH2:22]2)[C:8]2[N:9]=[C:10]([NH:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=3)[N:11]=[CH:12][C:7]=2[CH:6]=1)=[O:4].O.[C:30](=O)(O)[O-].[Na+]>C1COCC1.C[Mg]I>[CH3:1][N:2]([CH3:28])[C:3]([C:5]1[N:20]([CH:21]2[CH2:26][CH2:25][C:24]([OH:27])([CH3:30])[CH2:23][CH2:22]2)[C:8]2[N:9]=[C:10]([NH:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=3)[N:11]=[CH:12][C:7]=2[CH:6]=1)=[O:4]

参加物

6

反応物 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 67239800N,N-Dimethyl-7-(4-oxocyclohexyl)-2-(2-pyridinylamino)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide

生成物 1

HCID 58315460HCID 58315460、化合物収率 4%

試薬・触媒・溶媒 2

HCID 178418373HCID 178418373、化合物触媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 7-(4-oxo-cyclohexyl)-2-(pyridin-2-ylamino)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid dimethylamide (25 mg, 0.066 mmol) in THF is added 20 drops of MeMgI. After reaction is completed, added 25 mL of water then 30 mL of aqueous sodium bicarbonate. Extraction with dichloromethane (3×50 mL) and concentrated to give a mixture of diastereomers. Preparative HPLC to give 7-(4-hydroxy-4-methyl-cyclohexyl)-2-(pyridin-2-ylamino)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid dimethylamide (2 mg, 4%). MS (ESI) m/z 395.3 (M+H)+

後処理

  1. customAfter reaction
  2. extractionExtraction with dichloromethane (3×50 mL)
  3. concentrationconcentrated
  4. customto give
  5. additiona mixture of diastereomers

出典と根拠

ORDレコード
ord-a7c812ea82b74daa95cc3c1b04593834
出典データセット
uspto-grants-2014_04
特許番号
US08685980B2

反応ノート

読み込み中…