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Azane;hydrate → HCID 57908193, 화합물

HRID 513085
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HRID 513085 반응식
Cl[C:2]1[CH:3]=[C:4]2[CH:10]=[C:9]([CH:11]3[CH2:14][CH2:13][CH2:12]3)[NH:8][C:5]2=[CH:6][N:7]=1.[NH3:15].O>CCO>[CH:11]1([C:9]2[NH:8][C:5]3=[CH:6][N:7]=[C:2]([NH2:15])[CH:3]=[C:4]3[CH:10]=2)[CH2:14][CH2:13][CH2:12]1
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참가 물질

4

반응물 2

HCID 12896473Azane;hydrateHCID 57908153HCID 57908153, 화합물

생성물 1

HCID 57908193HCID 57908193, 화합물수율 22%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
180 °C

실험 절차

To the solution of 5-chloro-2-cyclobutyl-1H-pyrrolo[2,3-c]pyridine (200 mg, 0.97 mmol) in EtOH (10 mL) and NH3.H2O (30 mL) was added CuSO4.5H2O (30 mg, 0.12 mmol). The reaction mixture was stirred under 3 MPa at 180° C. for 16 h. The mixture was extracted with ethyl acetate (3×30 mL). The extract was dried, concentrated in vacuo and purified by chromatography on silica gel (5-10% MeOH in ethyl acetate as eluant) to afford the pure 2-cyclobutyl-1H-pyrrolo[2,3-c]pyridin-5-amine (40 mg, 22% yield). 1H NMR (300 MHz, MeOH) δ: 8.02 (s, 1H), 6.72 (s, 1H), 6.11 (s 1H), 3.72-3.60 (m, 1H), 2.47-1.90 (m, 6H). MS (ESI): m/z [M+H+] 188.1.

후처리

  1. extractionThe mixture was extracted with ethyl acetate (3×30 mL)
  2. customThe extract was dried
  3. concentrationconcentrated in vacuo
  4. custompurified by chromatography on silica gel (5-10% MeOH in ethyl acetate as eluant)

출처 및 근거

ORD 기록
ord-c11c1c43f9ce4e3e98872e6d0f1d506c
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09102672B2

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