Benzaldehyde → HCID 67411902、化合物

HRID 2035548ノート

反応式

HRID 2035548 の反応式
[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]

参加物

7

反応物 4

HCID 240Benzaldehyde2 回HCID 12688Dibutyltin dichloride2 回HCID 12752Phenylsilane2 回HCID 67412646HCID 67412646、化合物

生成物 1

HCID 67411902HCID 67411902、化合物収率 5.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-4d83737e2bbd453a91bb3131d613fb13
出典データセット
uspto-grants-2013_11
特許番号
US08575153B2

反応ノート

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