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Tetrahydrofuran → HCID 66602776, 화합물

HRID 2097382
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HRID 2097382 반응식
O1CCCC1.[CH:6]1([O:9][C:10]2[CH:11]=[C:12]([C:20]3[N:29]([CH2:30][O:31][CH2:32][CH2:33][Si:34]([CH3:37])([CH3:36])[CH3:35])[C:23]4[CH:24]=[N:25][NH:26][C:27](=[O:28])[C:22]=4[C:21]=3[CH:38]=[O:39])[CH:13]=[CH:14][C:15]=2[O:16][CH:17]([F:19])[F:18])[CH2:8][CH2:7]1.[BH4-].[Na+]>O>[CH:6]1([O:9][C:10]2[CH:11]=[C:12]([C:20]3[N:29]([CH2:30][O:31][CH2:32][CH2:33][Si:34]([CH3:35])([CH3:37])[CH3:36])[C:23]4[CH:24]=[N:25][NH:26][C:27](=[O:28])[C:22]=4[C:21]=3[CH2:38][OH:39])[CH:13]=[CH:14][C:15]=2[O:16][CH:17]([F:19])[F:18])[CH2:8][CH2:7]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 866270302-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-formyl-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

생성물 1

HCID 66602776HCID 66602776, 화합물수율 70%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To 3 ml of tetrahydrofuran solution containing 221 mg (0.450 mmol) of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-3-formyl-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in Example 10-(a) was added 58 mg (1.53 mmol) of sodium borohydride under ice-cooling, and the reaction mixture was raised to room temperature. After completion of the reaction, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer after separation was washed successively with water and then with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The obtained residue was applied to silica gel column chromatography (Eluent; hexane:ethyl acetate=1:1 (V/V)), and the fractions containing the desired compound were concentrated under reduced pressure to obtain 155 mg of the title compound as a pale yellowish foam. (Yield: 70%)

후처리

  1. temperaturecooling
  2. additionwas added to the reaction mixture
  3. extractionthe mixture was extracted with ethyl acetate
  4. customThe organic layer after separation
  5. washwas washed successively with water
  6. dry with materialwith a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. additionthe fractions containing the desired compound
  9. concentrationwere concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-73da2e97272b44b7821f5d5495092e2a
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08450319B2

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