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

HRID 1969799노트

반응식

HRID 1969799 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-b00c53c84115435bac3b67aff09387c0
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08426411B2

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