Water → HCID 58315460, 화합물

HRID 2359624노트

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HRID 2359624 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 58315460HCID 58315460, 화합물수율 4%

시약·촉매·용매 2

HCID 178418373HCID 178418373, 화합물촉매HCID 8028Tetrahydrofuran용매

실험 절차

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)+

후처리

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

출처 및 근거

ORD 기록
ord-a7c812ea82b74daa95cc3c1b04593834
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08685980B2

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