Water → 2-(prop-1-en-2-yl)-3H-imidazo[4,5-c]pyridine-6-carboximidamide

HRID 81251

반응식

HRID 81251 반응식
Cl.[NH2:2]O.C(=O)(O)[O-].[Na+].O.[CH2:10]=[C:11]([C:13]1[NH:23][C:16]2[CH:17]=[N:18][C:19]([C:21]#[N:22])=[CH:20][C:15]=2[N:14]=1)[CH3:12]>C(O)C>[CH2:10]=[C:11]([C:13]1[NH:23][C:16]2[CH:17]=[N:18][C:19]([C:21](=[NH:2])[NH2:22])=[CH:20][C:15]=2[N:14]=1)[CH3:12]

참가 물질

6

반응물 4

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 867246012-(prop-1-en-2-yl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile

생성물 1

HCID 867246022-(prop-1-en-2-yl)-3H-imidazo[4,5-c]pyridine-6-carboximidamide

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
100 °C

실험 절차

Hydroxylamine hydrochloride (37.7 mg, 0.54 mmol), sodium bicarbonate (68.4 mg, 0.81 mmol), and water (0.54 mL) were combined in a vial and stirred for 15 minutes. This solution was added to a vial containing 4-(5-chloropyridin-3-yl)-3-[(1R or S)-1-(trans-4-methylcyclohexyl)ethyl]-2-(prop-1-en-2-yl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile (114 mg, 0.27 mmol) dissolved in ethanol (1.3 mL). The mixture was sealed and heated at 100° C. for 1 hour. The reaction was cooled to room temperature, quenched with water, and extracted with ethyl acetate (2×). The combined organic layers were dried over sodium sulfate, filtered, and concentrated to afford 4-(5-chloropyridin-3-yl)-N-hydroxy-3-[(1R or S)-1-(trans-4-methylcyclohexyl)ethyl]-2-(prop-1-en-2-yl)-3H-imidazo[4,5-c]pyridine-6-carboximidamide. MS ESI calc'd. for C24H29ClN6O [M+H]+ 453. found 453.

후처리

  1. additionThis solution was added to
  2. customThe mixture was sealed
  3. temperatureThe reaction was cooled to room temperature
  4. customquenched with water
  5. extractionextracted with ethyl acetate (2×)
  6. dry with materialThe combined organic layers were dried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-586cbef5314540cb93ce5ff67db20aa2
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846657B2

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