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Sodium ethoxide → HCID 178515749, 화합물

HRID 530761
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HRID 530761 반응식
[F:1][C:2]([F:12])([F:11])[C:3]1[N:4]=[C:5]([C:8](=[NH:10])[NH2:9])[S:6][CH:7]=1.CC[O-].[Na+].O=[C:18]([C:25]1[S:26][CH:27]=[C:28]([C:30]([F:33])([F:32])[F:31])[N:29]=1)[CH2:19][C:20](OCC)=[O:21]>C(O)C>[F:12][C:2]([F:1])([F:11])[C:3]1[N:4]=[C:5]([C:8]2[N:9]=[C:20]([OH:21])[CH:19]=[C:18]([C:25]3[S:26][CH:27]=[C:28]([C:30]([F:32])([F:33])[F:31])[N:29]=3)[N:10]=2)[S:6][CH:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

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HCID 2723922Sodium ethoxideHCID 582827454-(Trifluoromethyl)thiazole-2-carboximidamideHCID 68160095Ethyl 3-oxo-3-(4-(trifluoromethyl)thiazol-2-yl)propanoate

생성물 1

HCID 178515749HCID 178515749, 화합물수율 11%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
100 °C

실험 절차

To a solution of compound 27 (0.43 mmol) and NaOEt (2.15 mmol) in ethanol (2 mL) was added compound 28 (0.43 mmol). The reaction mixture was stirred at 100° C. overnight. The solvent was evaporated and water and AcOEt were added. The aqueous layer was acidified to pH˜4-5 by addition of 2.5M HCl. The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (eluent: DCM/MeOH 0 to 5%) to give compound 29 as a beige solid in 11% yield. MS (ESI, EI−): m/z=396.91 (MH−).

후처리

  1. customThe solvent was evaporated
  2. additionwater and AcOEt were added
  3. additionThe aqueous layer was acidified to pH˜4-5 by addition of 2.5M HCl
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel chromatography (eluent: DCM/MeOH 0 to 5%)

출처 및 근거

ORD 기록
ord-bb479b9b8d194a3b9b97e35946f2b141
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09353100B2

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