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Isoamyl Nitrite → HCID 66614229, 화합물

HRID 510128
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HRID 510128 반응식
N[C:2]1[N:10]=[C:9]([C:11]2[C:19]3[C:14](=[N:15][CH:16]=[CH:17][CH:18]=3)[N:13]([CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[F:27])[N:12]=2)[N:8]=[C:7]2[C:3]=1[N:4]([CH:29]1[CH2:32][CH2:31][CH2:30]1)[C:5](=[O:28])[NH:6]2.N(OCCC(C)C)=O.C(=O)([O-])O.[Na+]>O1CCCC1.[Cu](Cl)Cl>[CH:29]1([N:4]2[C:3]3[C:7](=[N:8][C:9]([C:11]4[C:19]5[C:14](=[N:15][CH:16]=[CH:17][CH:18]=5)[N:13]([CH2:20][C:21]5[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=5[F:27])[N:12]=4)=[N:10][CH:2]=3)[NH:6][C:5]2=[O:28])[CH2:32][CH2:31][CH2:30]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 8053Isoamyl NitriteHCID 516892Sodium BicarbonateHCID 66614413HCID 66614413, 화합물

생성물 1

HCID 66614229HCID 66614229, 화합물

시약·촉매·용매 2

HCID 24014Cupric Chloride촉매HCID 8028Tetrahydrofuran용매

실험 절차

50 mg (0.12 mmol) of the compound from example 121 were initially charged in tetrahydrofuran (5 ml), then 0.11 ml (0.81 mmol) of isoamyl nitrite and 3 mg (0.02 mmol) of copper(II) chloride were added, and the mixture was stirred at RT overnight. The reaction mixture was admixed with saturated aqueous sodium hydrogencarbonate solution and extracted twice with ethyl acetate. The collected organic phases were dried over sodium sulfate, filtered and concentrated. The residue was purified by means of preparative HPLC (eluent: acetonitrile/water with 0.1% formic acid gradient). This gave 7 mg (13% of theory) of the title compound in solid form.

후처리

  1. extractionextracted twice with ethyl acetate
  2. dry with materialThe collected organic phases were dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified by means of preparative HPLC (eluent: acetonitrile/water with 0.1% formic acid gradient)

출처 및 근거

ORD 기록
ord-7457b7e8e342406a9c448a056209ddae
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09096592B2

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