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Dimethylformamide → HCID 89767904, 화합물

HRID 591482
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HRID 591482 반응식
[Cl:1][C:2]1[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:3]=1[CH2:4][O:5][C:6]1[CH:18]=[CH:17][C:9]2[C:10]([SH:16])=[C:11]([C:13]([NH2:15])=[O:14])[S:12][C:8]=2[CH:7]=1.C(=O)([O-])O.[Na+].Br[CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32].CN(C=O)C>C1COCC1>[CH2:34]([O:33][C:31](=[O:32])[CH2:30][S:16][C:10]1[C:9]2[CH:17]=[CH:18][C:6]([O:5][CH2:4][C:3]3[CH:19]=[CH:20][C:21]([Cl:23])=[CH:22][C:2]=3[Cl:1])=[CH:7][C:8]=2[S:12][C:11]=1[C:13](=[O:14])[NH2:15])[CH3:35]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 7748Ethyl bromoacetateHCID 516892Sodium BicarbonateHCID 89767940HCID 89767940, 화합물

생성물 1

HCID 89767904HCID 89767904, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a mixture of 6-((2,4-dichlorobenzyl)oxy)-3-sulfanyl-1-benzothiophene-2-carboxamide (40 mg) in THF (dry) (4.0 mL) were added sodium hydrogen carbonate (13.1 mg) and ethyl 2-bromoacetate (0.017 mL). The mixture was stirred overnight at room temperature. To the mixture was added DMF (1.0 mL) and stirred at room temperature over weekend. The mixture was quenched with water and extracted with EtOAc. The combined organic layer was washed successively with water and brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (25.2 mg).

후처리

  1. stirringstirred at room temperature over weekend
  2. customThe mixture was quenched with water
  3. extractionextracted with EtOAc
  4. washThe combined organic layer was washed successively with water and brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by silica gel column chromatography (EtOAc/hexane)

출처 및 근거

ORD 기록
ord-2cb11a3429ed4d32b2dbcfcceb55a06d
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09238639B2

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