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Sodium Bicarbonate → HCID 56645935, 화합물

HRID 510023
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HRID 510023 반응식
[NH2:1][C:2]1[C:7]([NH:8][C:9](=[O:16])[O:10][C:11]([CH3:15])([CH3:14])[CH2:12]Cl)=[C:6]([NH2:17])[N:5]=[C:4]([C:18]2[C:26]3[C:21](=[N:22][CH:23]=[CH:24][CH:25]=3)[N:20]([CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[F:34])[N:19]=2)[N:3]=1.C(=O)([O-])O.[Na+]>O1CCCC1>[NH2:1][C:2]1[C:7]([N:8]2[CH2:12][C:11]([CH3:15])([CH3:14])[O:10][C:9]2=[O:16])=[C:6]([NH2:17])[N:5]=[C:4]([C:18]2[C:26]3[C:21](=[N:22][CH:23]=[CH:24][CH:25]=3)[N:20]([CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[F:34])[N:19]=2)[N:3]=1
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참가 물질

4

반응물 2

HCID 516892Sodium BicarbonateHCID 68023637HCID 68023637, 화합물

생성물 1

HCID 56645935HCID 56645935, 화합물수율 71%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

500 mg (1.033 mmol) of the compound prepared in example 7A were dissolved in tetrahydrofuran (10 ml), and 1.033 ml of a 1M solution of bis(trimethylsilyl)sodium amide solution in tetrahydrofuran were added at 0° C. After stirring at 0° C. for 5 min, the reaction was stopped by addition of saturated aqueous sodium hydrogencarbonate solution and extracted twice with ethyl acetate. The combined organic phases were dried with sodium sulfate and concentrated under reduced pressure. The residue was purified by means of preparative HPLC (acetonitrile:water (+0.05% formic acid) gradient). 329 mg of the title compound were obtained (71% of theory).

후처리

  1. extractionextracted twice with ethyl acetate
  2. dry with materialThe combined organic phases were dried with sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by means of preparative HPLC (acetonitrile:water (+0.05% formic acid) gradient)

출처 및 근거

ORD 기록
ord-363becb410b34fd692f73a9c9dac69f1
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09096592B2

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