Tetrahydrofuran → HCID 178472380, 화합물

HRID 2095649노트

반응식

HRID 2095649 반응식
I[C:2]1[C:3]([CH3:18])=[N:4][N:5]([C@H:7]2[CH2:12][CH2:11][C@H:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:9][CH2:8]2)[CH:6]=1.C1COCC1.C([Mg]Cl)(C)C.CO[B:31]1[O:35][C:34]([CH3:37])([CH3:36])[C:33]([CH3:39])([CH3:38])[O:32]1>>[CH3:18][C:3]1[C:2]([B:31]2[O:35][C:34]([CH3:37])([CH3:36])[C:33]([CH3:39])([CH3:38])[O:32]2)=[CH:6][N:5]([C@H:7]2[CH2:12][CH2:11][C@H:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:9][CH2:8]2)[N:4]=1

참가 물질

5

반응물 4

HCID 8028Tetrahydrofuran2회HCID 109757592-Methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 178418918HCID 178418918, 화합물HCID 178472388HCID 178472388, 화합물

생성물 1

HCID 178472380HCID 178472380, 화합물

실험 절차

To a solution of ethyl trans-4-(4-iodo-3-methyl-1H-pyrazol-1-yl)cyclohexanecarboxylate (120.0 mg, 0.3313 mmol) in THF (6 mL, 80 mmol) was added 2 M isopropylmagnesium chloride in THF (0.66 mL, 1.3 mmol) at rt, and the mixture was stirred for 30 min. 2-Methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.27 mL, 1.7 mmol) was added, and the mixture stirred at rt for 2 h. The reaction was quenched with sat. NH4Cl, and the organic solvent was removed in vacuo. The material was extracted with DCM and water, and the organic layer was concentrated in vacuo to afford the title compound as a clear oil.

후처리

  1. stirringthe mixture stirred at rt for 2 h
  2. customThe reaction was quenched with sat. NH4Cl
  3. customthe organic solvent was removed in vacuo
  4. extractionThe material was extracted with DCM and water
  5. concentrationthe organic layer was concentrated in vacuo

출처 및 근거

ORD 기록
ord-2e0ff93d4d514d49bdb56d5ac4e4877f
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08445510B2

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