Benzaldehyde → HCID 67411902, 화합물

HRID 2035548노트

반응식

HRID 2035548 반응식
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]([N:13]([CH2:26][C:27]2[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=2)[C:14]2[CH:15]=[N:16][C:17]([N:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)=[CH:18][CH:19]=2)=[CH:10][C:11]=1[NH2:12])=[O:5])[CH3:2].[CH:35](=O)[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1.C([Sn](Cl)(Cl)CCCC)CCC.C1([SiH3])C=CC=CC=1>O1CCCC1.O>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]([N:13]([CH2:26][C:27]2[CH:28]=[CH:29][C:30]([O:33][CH3:34])=[CH:31][CH:32]=2)[C:14]2[CH:15]=[N:16][C:17]([N:20]3[CH2:21][CH2:22][O:23][CH2:24][CH2:25]3)=[CH:18][CH:19]=2)=[CH:10][C:11]=1[NH:12][CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)=[O:5])[CH3:2]

참가 물질

7

반응물 4

HCID 240Benzaldehyde2회HCID 12688Dibutyltin dichloride2회HCID 12752Phenylsilane2회HCID 67412646HCID 67412646, 화합물

생성물 1

HCID 67411902HCID 67411902, 화합물수율 5.3%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

47 mg of 4-amino-6-[4-methoxybenzyl-(6-morpholinopyridin-3-yl)amino]pyridine-3-carboxylic acid ethyl ester was dissolved in 2 mL of tetrahydrofuran, to which 21.5 mg of benzaldehyde, 3.1 mg of dibutyltin dichloride and 16.4 mg of phenylsilane were added, and stirred at room temperature for 3 days. For every 24 hours in the meantime, 21.5 mg of benzaldehyde, 3.1 mg of dibutyltin dichloride and 16.4 mg of phenylsilane were each added twice. To the reaction mixture water was added, extracted with chloroform, the extract was washed with saturated saline, and dried on anhydrous sodium sulfate. The solvent was evaporated, and the residue was purified by silica gel thin layer chromatography (hexane:ethyl acetate=1:1) and silica gel thin layer chromatography (chloroform:methanol=20:1) to obtain 3.0 mg of the title compound crude product containing impurities as a light yellow oil. Without further purification, this was used in the next reaction as it was.

후처리

  1. additionwere added
  2. additioneach added twice
  3. extractionextracted with chloroform
  4. washthe extract was washed with saturated saline
  5. dry with materialdried on anhydrous sodium sulfate
  6. customThe solvent was evaporated
  7. customthe residue was purified by silica gel thin layer chromatography (hexane:ethyl acetate=1:1) and silica gel thin layer chromatography (chloroform:methanol=20:1)

출처 및 근거

ORD 기록
ord-4d83737e2bbd453a91bb3131d613fb13
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575153B2

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