Acetic Acid → 1-Ethyl-3,3,5-trimethyl-7-{[N-[2-(2-methyl-4-oxo-4H-furo[3,2-c]pyridin-5-yl)ethyl]-N-(2-morpholin-4-ylmethylbenzyl)amino]methyl}-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione

HRID 68983ノート

反応式

HRID 68983 の反応式
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(O)(=O)C.[CH2:11]([N:13]1[C:19](=[O:20])[C:18]([CH3:22])([CH3:21])[C:17](=[O:23])[N:16]([CH3:24])[C:15]2[CH:25]=[C:26]([CH2:29][N:30]([CH2:44][C:45]3[CH:52]=[CH:51][CH:50]=[CH:49][C:46]=3[CH:47]=O)[CH2:31][CH2:32][N:33]3[CH:38]=[CH:37][C:36]4[O:39][C:40]([CH3:42])=[CH:41][C:35]=4[C:34]3=[O:43])[CH:27]=[CH:28][C:14]1=2)[CH3:12].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>O.ClCCCl>[CH2:11]([N:13]1[C:19](=[O:20])[C:18]([CH3:21])([CH3:22])[C:17](=[O:23])[N:16]([CH3:24])[C:15]2[CH:25]=[C:26]([CH2:29][N:30]([CH2:31][CH2:32][N:33]3[CH:38]=[CH:37][C:36]4[O:39][C:40]([CH3:42])=[CH:41][C:35]=4[C:34]3=[O:43])[CH2:44][C:45]3[CH:52]=[CH:51][CH:50]=[CH:49][C:46]=3[CH2:47][N:1]3[CH2:6][CH2:5][O:4][CH2:3][CH2:2]3)[CH:27]=[CH:28][C:14]1=2)[CH3:12]

参加物

7

反応物 4

HCID 176Acetic AcidHCID 8083MorpholineHCID 5049666Sodium triacetoxyborohydrideHCID 866704842-({N-(1-Ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-7-ylmethyl)-N-[2-(2-methyl-4-oxo-4H-furo[3,2-c]pyridin-5-yl)ethyl]amino}methyl)benzaldehyde

生成物 1

HCID 706564441-Ethyl-3,3,5-trimethyl-7-{[N-[2-(2-methyl-4-oxo-4H-furo[3,2-c]pyridin-5-yl)ethyl]-N-(2-morpholin-4-ylmethylbenzyl)amino]methyl}-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 962Water溶媒

実験手順

Morpholine (0.06 ml) and acetic acid (0.1 ml) were added to a 1,2-dichloroethane solution (7 ml) of 2-({N-(1-ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-7-ylmethyl)-N-[2-(2-methyl-4-oxo-4H-furo[3,2-c]pyridin-5-yl)ethyl]amino}methyl)benzaldehyde (0.35 g), and the mixture was stirred for 30 minutes at room temperature. Sodium triacetoxy borohydride (0.20 g) was added, and the mixture was stirred at room temperature overnight. Water was added to the reaction liquid, followed by extraction by dichloromethane. The organic layer was dried by anhydrous sodium sulfate, and condensed under reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate:hexane=3:2). The purified product was condensed under reduced pressure to give the title compound (0.30 g) as a white amorphous solid.

後処理

  1. stirringthe mixture was stirred at room temperature overnight
  2. extractionfollowed by extraction by dichloromethane
  3. dry with materialThe organic layer was dried by anhydrous sodium sulfate, and condensed under reduced pressure
  4. customThe residue was purified by NH silica gel column chromatography (ethyl acetate:hexane=3:2)
  5. customcondensed under reduced pressure

出典と根拠

ORDレコード
ord-8521235ab2164157b2eed8381cd6ae6a
出典データセット
uspto-grants-2014_09
特許番号
US08822453B2

反応ノート

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