Tetrahydrofuran → HCID 178472398、化合物

HRID 2095652ノート

反応式

HRID 2095652 の反応式
I[C:2]1[C:3]([CH3:19])=[N:4][N:5]([C@H:8]2[CH2:13][CH2:12][C@H:11]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:10][CH2:9]2)[C:6]=1[CH3:7].C1COCC1.C([Mg]Cl)(C)C.CO[B:32]1[O:36][C:35]([CH3:38])([CH3:37])[C:34]([CH3:40])([CH3:39])[O:33]1>>[CH3:19][C:3]1[C:2]([B:32]2[O:36][C:35]([CH3:38])([CH3:37])[C:34]([CH3:40])([CH3:39])[O:33]2)=[C:6]([CH3:7])[N:5]([C@H:8]2[CH2:13][CH2:12][C@H:11]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:10][CH2:9]2)[N:4]=1

参加物

5

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 109757592-Methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 178418918HCID 178418918、化合物HCID 178472402HCID 178472402、化合物

生成物 1

HCID 178472398HCID 178472398、化合物

実験手順

To a solution of ethyl trans-4-(4-iodo-3,5-dimethyl-1H-pyrazol-1-yl)cyclohexane-carboxylate (100.0 mg, 0.2658 mmol) in THF (5 mL, 60 mmol) was added 2 M isopropylmagnesium chloride in THF (0.5316 mL, 1.063 mmol) at rt, and the mixture was stirred for 30 min. 2-Methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.2178 mL, 1.329 mmol) was added, and the mixture stirred at rt overnight. 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.

後処理

  1. stirringthe mixture stirred at rt overnight
  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

出典と根拠

ORDレコード
ord-8a3666b9f1274787973cdc38e2578422
出典データセット
uspto-grants-2013_05
特許番号
US08445510B2

反応ノート

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