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Diisobutylaluminum hydride → HCID 58318628, 화합물

HRID 473436
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HRID 473436 반응식
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[C:20]([C:21]([O:23]C)=O)=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][N:17]=2)[N:12]=1)(=[O:4])=[O:3].[CH3:25]C(C[AlH]CC(C)C)C>C(Cl)Cl>[CH3:25][CH:21]([C:20]1[C:11]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:2]([CH3:1])(=[O:4])=[O:3])=[N:12][C:13]2[C:18]([CH:19]=1)=[N:17][CH:16]=[CH:15][CH:14]=2)[OH:23]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14487Diisobutylaluminum hydrideHCID 67240037Methyl 2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridine-3-carboxylate

생성물 1

HCID 58318628HCID 58318628, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of methyl 2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridine-3-carboxylate (1.2 g, 3.5 mmol) in DCM (30 mL) was added DIBAL-H (35 mL, 35 mmol) at −78° C. The reaction mixture was stirred for 4 h at same temperature. The reaction mixture was quenched with satd solution of ammonium chloride and extracted with EtOAc. The organic layer was concentrated in vacuo to give methyl (2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridin-3-yl)methanol: LC-MS (ESI) m/z 315.0 [M+H]+. It was carried on crude for next step.

후처리

  1. customThe reaction mixture was quenched with satd solution of ammonium chloride
  2. extractionextracted with EtOAc
  3. concentrationThe organic layer was concentrated in vacuo

출처 및 근거

ORD 기록
ord-010bb74092a64f3a8fcfeee1ca0aafc9
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08633313B2

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