Cyclohexylamine → N-cyclohexyl-5-nitro-1H-pyrrolo[2,3-b]pyridin-4-amine

HRID 1969799ノート

反応式

HRID 1969799 の反応式
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][N:5]=[C:4]2[NH:11][CH:12]=[CH:13][C:3]=12.[CH:14]1([NH2:20])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>CN(C=O)C>[CH:14]1([NH:20][C:2]2[C:3]3[CH:13]=[CH:12][NH:11][C:4]=3[N:5]=[CH:6][C:7]=2[N+:8]([O-:10])=[O:9])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

参加物

4

反応物 2

HCID 7965CyclohexylamineHCID 585572594-Chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine

生成物 1

HCID 58557102N-cyclohexyl-5-nitro-1H-pyrrolo[2,3-b]pyridin-4-amine収率 57%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 4-chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine (0.182 g, 0.921 mmol) in DMF (5 mL) was added cyclohexylamine (0.55 g, 5.5 mmol). The reaction mixture was stirred at ambient temperature for about 2 h. The solvent was removed under reduced pressure and EtOAc (100 mL) and water (20 mL) were added. The layers were separated and the organic layer was washed with water (3×25 mL) and brine (20 mL), dried over anhydrous MgSO4, filtered, and concd to give N-cyclohexyl-5-nitro-1H-pyrrolo[2,3-b]pyridin-4-amine (0.20, 57%) as a brown residue: LC/MS (Table 1, Method c) Rt=1.53 min; MS m/z 261 (M+H)+.

後処理

  1. customThe solvent was removed under reduced pressure and EtOAc (100 mL) and water (20 mL)
  2. additionwere added
  3. customThe layers were separated
  4. washthe organic layer was washed with water (3×25 mL) and brine (20 mL)
  5. dry with materialdried over anhydrous MgSO4
  6. filtrationfiltered

出典と根拠

ORDレコード
ord-b00c53c84115435bac3b67aff09387c0
出典データセット
uspto-grants-2013_04
特許番号
US08426411B2

反応ノート

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