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ethyl 1H-pyrrolo[2,3-c]pyridine-2-carboxylate → HCID 20158234, 화합물

HRID 2080540
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HRID 2080540 반응식
[NH:1]1[C:5]2=[CH:6][N:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[C:2]1[C:10]([O:12][CH2:13][CH3:14])=[O:11]>C(O)(=O)C.[Rh]>[NH:1]1[C:5]2[CH2:6][NH:7][CH2:8][CH2:9][C:4]=2[CH:3]=[C:2]1[C:10]([O:12][CH2:13][CH3:14])=[O:11]
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참가 물질

4

반응물 1

HCID 21819001ethyl 1H-pyrrolo[2,3-c]pyridine-2-carboxylate

생성물 1

HCID 20158234HCID 20158234, 화합물수율 97%

시약·촉매·용매 2

HCID 23948Rhodium촉매HCID 176Acetic Acid용매

실험 절차

Ethyl 1H-pyrrolo[2,3-c]pyridine-2-carboxylate (4.225 g, 22.21 mmol) was dissolved in acetic acid (150 mL) and 5% Rh/Al2O3 (9.144 g, 0.2 eq.) was added. The suspension was hydrogenated (45 Bars) at rt for 4 days then at 50° C. for 7 days. The catalyst was removed by filtration through a Celite pad, was washed with acetic acid and the filtrate was evaporated. The residue was dissolved in DCM, washed with saturated aqueous solution of NaHCO3 and aqueous phases were extracted with DCM. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated to give the title compound (4.183 g, 97%). HPLC purity: 92%. M+(LC-MS (ESI)): 195, M−(LC-MS (ESI)): 193

후처리

  1. customat rt
  2. customfor 4 days
  3. customThe catalyst was removed by filtration through a Celite pad
  4. washwas washed with acetic acid
  5. customthe filtrate was evaporated
  6. dissolutionThe residue was dissolved in DCM
  7. washwashed with saturated aqueous solution of NaHCO3 and aqueous phases
  8. extractionwere extracted with DCM
  9. washThe combined organic layers were washed with brine
  10. dry with materialdried over Na2SO4
  11. concentrationconcentrated

출처 및 근거

ORD 기록
ord-7feeb1bbe6c143e4b92c42dadc3764a6
출처 데이터셋
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07932389B2

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