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Water → HCID 178517036, 화합물

HRID 1878026
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HRID 1878026 반응식
[F:1][C:2]1[CH:30]=[CH:29][C:5]([C:6]([NH:8][CH2:9][C:10]2([C:25]([F:28])([F:27])[F:26])[C:15]3[CH:16]=[C:17]([C:20]([NH:22]C)=O)[CH:18]=[CH:19][C:14]=3[NH:13][C:12](=[O:24])[O:11]2)=[O:7])=[CH:4][CH:3]=1.[N-:31]=[N+:32]=[N-:33].[Na+].[Cl-].[NH4+].O>CN(C=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([NH:8][CH2:9][C:10]2([C:25]([F:26])([F:27])[F:28])[C:15]3[CH:16]=[C:17]([C:20]4[NH:33][N:32]=[N:31][N:22]=4)[CH:18]=[CH:19][C:14]=3[NH:13][C:12](=[O:24])[O:11]2)=[O:7])=[CH:29][CH:30]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 68490661HCID 68490661, 화합물

생성물 1

HCID 178517036HCID 178517036, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
110 °C

실험 절차

N-{[6-cyano-2-oxo-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-4-yl]methyl}-4-fluorobenzamide (30 mg, 0.076 mmol) synthesized in Example 159, sodium azide (24.8 mg, 0.38 mmol) and ammonium chloride (20.4 mg, 0.38 mmol) were dissolved in DMF (0.5 mL), and the solution was stirred for 12 hours under heating at 110° C. Water was added to the solution and the solution was extracted twice with ethyl acetate-ethanol, and the resulting organic layer was dried over magnesium sulfate. After the drying agent was removed by filtration, the solvent was evaporated under reduced pressure. The residue was purified by reverse-phase HPLC, whereby the objective compound (3.4 mg, 10%) was obtained as a white solid.

후처리

  1. extractionthe solution was extracted twice with ethyl acetate-ethanol
  2. dry with materialthe resulting organic layer was dried over magnesium sulfate
  3. customAfter the drying agent was removed by filtration
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by reverse-phase HPLC, whereby the objective compound (3.4 mg, 10%)
  6. customwas obtained as a white solid

출처 및 근거

ORD 기록
ord-301b2b35027245d7b8a79d1bd93e5622
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08314094B2

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