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

HRID 81251

反応式

HRID 81251 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-586cbef5314540cb93ce5ff67db20aa2
出典データセット
uspto-grants-2014_09
特許番号
US08846657B2

関連ノート

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