Sodium Bicarbonate → 6-Chloro-7-methoxy-9h-pyrido[3,4-b]indol-8-amine

HRID 552175ノート

反応式

HRID 552175 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:12](=[C:13]([N+:17]([O-])=O)[C:14]=1[O:15][CH3:16])[NH:11][C:10]1[CH:9]=[N:8][CH:7]=[CH:6][C:5]2=1.[H][H].C([O-])(O)=O.[Na+]>CO.[Pd]>[Cl:1][C:2]1[CH:3]=[C:4]2[C:12](=[C:13]([NH2:17])[C:14]=1[O:15][CH3:16])[NH:11][C:10]1[CH:9]=[N:8][CH:7]=[CH:6][C:5]2=1

参加物

6

反応物 3

HCID 516892Sodium BicarbonateHCID 593375346-chloro-7-methoxy-8-nitro-9H-pyrido[3,4-b]indoleHCID 178418361HCID 178418361、化合物

生成物 1

HCID 213627436-Chloro-7-methoxy-9h-pyrido[3,4-b]indol-8-amine収率 112.3%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒2 回

実験手順

6-chloro-7-methoxy-8-nitro-9H-β-carboline (510 mg, 1.84 mmol) was suspended in 50 ml of methanol and 100 mg of Pd/C (10%) was added. The flask was fitted with a balloon of hydrogen and the reaction mixture was stirred overnight at RT. Upon filtration through a pad of celite and evaporation of the methanol, a dark brown solid was obtained. This residue was suspended in methanol (15 ml) and added, with vigorous stirring, to a solution of saturated NaHCO3 (100 ml). The light brown solid that precipitated out was collected by filtration and dried thoroughly in vacuo to give the desired product (512 mg, quantitative yield). 1H-NMR (300 MHz, methanol-d4): 63.90 (s, 3H), 7.63 (s, 1H), 8.11 (d, 1H), 8.27 (d, 1H), 8.84 (s, 1H). Retention Time (LC, method: ammonium acetate standard): 1.12 min.

後処理

  1. filtrationUpon filtration
  2. customthrough a pad of celite and evaporation of the methanol
  3. customa dark brown solid was obtained
  4. customThe light brown solid that precipitated out
  5. filtrationwas collected by filtration
  6. customdried thoroughly in vacuo

出典と根拠

ORDレコード
ord-8dc65b6babc14e4e83b0008d187fd1c9
出典データセット
uspto-grants-2011_05
特許番号
US07951801B2

反応ノート

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