Methyl acetopyruvate → HCID 59843200, 화합물

HRID 2196552

반응식

HRID 2196552 반응식
O=[C:2]([CH2:7][C:8](=[O:10])[CH3:9])[C:3]([O:5][CH3:6])=[O:4].C[O-].[Na+].Br[C:15](=[N:20][NH:21][CH:22]1[CH2:27][CH2:26][N:25]([C:28]([O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[O:29])[CH2:24][CH2:23]1)[C:16]([F:19])([F:18])[F:17].C([O-])(O)=O.[Na+]>CO.CCOC(C)=O>[C:8]([C:7]1[C:15]([C:16]([F:19])([F:18])[F:17])=[N:20][N:21]([CH:22]2[CH2:23][CH2:24][N:25]([C:28]([O:30][CH2:31][C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=3)=[O:29])[CH2:26][CH2:27]2)[C:2]=1[C:3]([O:5][CH3:6])=[O:4])(=[O:10])[CH3:9]

참가 물질

7

반응물 4

HCID 88600Methyl acetopyruvateHCID 516892Sodium BicarbonateHCID 10942334Sodium MethoxideHCID 72576664Benzyl 4-(2-(1-bromo-2,2,2-trifluoroethylidene)hydrazinyl)piperidine-1-carboxylate

생성물 1

HCID 59843200HCID 59843200, 화합물수율 38.6%

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 8857Ethyl Acetate용매

실험 절차

To a stirred solution of Methyl 2,4-dioxopentanoate (892 mg, 6.19 mmol) in MeOH (11.5 mL) at room temperature was added Sodium methoxide (25% in MeOH, 0.891 mL, 4.13 mmol). Then a solution of 111 (842 mg, 2.063 mmol) in MeOH (2.3 mL) was added drop-wise and the suspension was stirred for 10 min at room temperature, then for 2 h at 65° C. After cooling, the mixture was taken to dryness and AcOEt and saturated NaHCO3 were added, the organic layer was separated, dried over MgSO4, filtrated and evaporated and the residue was purified via Biotage (10% to 40% EtOAc/Hexane; 25S column) to afford 112 (361 mg, 38.6% yield) as red oil. LRMS (ESI): calc. 453.4; found 454.2 (MH)+.

후처리

  1. waitfor 2 h at 65° C
  2. temperatureAfter cooling
  3. additionwere added
  4. customthe organic layer was separated
  5. dry with materialdried over MgSO4
  6. filtrationfiltrated
  7. customevaporated
  8. customthe residue was purified via Biotage (10% to 40% EtOAc/Hexane; 25S column)

출처 및 근거

ORD 기록
ord-77022f1346174c788530c12e9d0ac4d5
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08338437B2

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