HCID 21875489、化合物 → 8-Aminoquinoxaline-5-carbonitrile

HRID 2110438ノート

反応式

HRID 2110438 の反応式
[N+:1]([C:4]1[C:13]2[N:12]=[CH:11][CH:10]=[N:9][C:8]=2[C:7]([C:14]#[N:15])=[CH:6][CH:5]=1)([O-])=O>C(O)(=O)C.[Fe]>[NH2:1][C:4]1[C:13]2[N:12]=[CH:11][CH:10]=[N:9][C:8]=2[C:7]([C:14]#[N:15])=[CH:6][CH:5]=1

参加物

4

反応物 1

HCID 21875489HCID 21875489、化合物

生成物 1

HCID 218752938-Aminoquinoxaline-5-carbonitrile収率 100%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 176Acetic Acid溶媒

反応条件

温度
70 °C

実験手順

Compound 468A (0.200 g, 1.00 mmol) was suspended in acetic acid (5.0 mL) and iron powder (325 mesh, 0.112 g, 2.00 mmol) was added. The reaction was then heated at 70° C. for 20 min and then cooled to 22° C. The reaction was filtered through Celite, rinsing with ethyl acetate. The ethyl acetate rinse was collected and washed with sat. aq. K2CO3. The aqueous layer was extracted with ethyl acetate (3×20 mL) and the combined organic layers were dried over anhydrous magnesium sulfate. Concentration in vacuo gave 0.170 g (100%) of compound 468B as a yellow solid. HPLC: 88% at 1.677 min (retention time) (YMC S5 ODS column, 4.6×50 mm, eluting with 10-90% aqueous methanol over 4 min containing 0.2% phosphoric acid, 4 mL/min, monitoring at 220 nm). MS (ES): m/z 171.29 [M+H]+.

後処理

  1. temperaturecooled to 22° C
  2. filtrationThe reaction was filtered through Celite
  3. washrinsing with ethyl acetate
  4. washThe ethyl acetate rinse
  5. customwas collected
  6. washwashed with sat. aq. K2CO3
  7. extractionThe aqueous layer was extracted with ethyl acetate (3×20 mL)
  8. dry with materialthe combined organic layers were dried over anhydrous magnesium sulfate
  9. concentrationConcentration in vacuo

出典と根拠

ORDレコード
ord-1288db3e535642ef8cf0e8ee497eb90e
出典データセット
uspto-grants-2009_04
特許番号
US07517904B2

反応ノート

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