HCID 10702137, 화합물 → HCID 10286804, 화합물

HRID 730278노트

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HRID 730278 반응식
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([CH2:11][OH:12])=[CH:5]2.N[C:14]1[CH:15]=[C:16]2[C:20](=[CH:21][CH:22]=1)N[C:18]([C:23]([O:25]CC)=O)=[CH:17]2.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[C:4]([C:22]1[CH:14]=[CH:15][C:16](/[CH:17]=[CH:18]/[C:23]([NH:1][C:2]2[CH:3]=[C:4]3[C:8](=[CH:9][CH:10]=2)[NH:7][C:6]([CH2:11][OH:12])=[CH:5]3)=[O:25])=[CH:20][CH:21]=1)([CH3:8])([CH3:5])[CH3:3]

참가 물질

4

반응물 3

HCID 10702137HCID 10702137, 화합물HCID 10726872Ethyl 5-amino-1H-indole-2-carboxylateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 10286804HCID 10286804, 화합물

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온도
25 °C

실험 절차

(5-Aminoindol-2-yl)methan-1-ol. Ethyl 5-aminoindole-2-carboxylate, Example 74(a), (1.5 g, 7.3 mmol) was transferred to a round-bottomed flask and treated with lithium aluminum hydride (10 mL, 10 mmol, 1.0 M in THF, Aldrich) under N2. The reaction mixture was magnetically stirred at 25° C. for 1 h, then quenched by the dropwise addition of H2O (0.5 mL) followed by 20% aq. KOH (30 mL). The suspension was filtered and the aqueous phase extracted with EtOAc. The organic extract was concentrated in vacuo. Purification of the crude product by silica gel chromatography (20:80 hexane:EtOAc) provided the title product. MS (ESI, pos. ion) m/z: 163 (M+1).

후처리

  1. customquenched by the dropwise addition of H2O (0.5 mL)
  2. filtrationThe suspension was filtered
  3. extractionthe aqueous phase extracted with EtOAc
  4. extractionThe organic extract
  5. concentrationwas concentrated in vacuo
  6. customPurification of the crude product by silica gel chromatography (20:80 hexane:EtOAc)

출처 및 근거

ORD 기록
ord-4fd026de85614f9f93cff2721a1bdf2f
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582657B2

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