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

HRID 68982노트

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HRID 68982 반응식
[BH4-].[Na+].CO.[CH2:5]([N:7]1[C:13](=[O:14])[C:12]([CH3:16])([CH3:15])[C:11](=[O:17])[N:10]([CH3:18])[C:9]2[CH:19]=[C:20]([CH2:23][N:24]([CH2:38][C:39]3[CH:46]=[CH:45][CH:44]=[CH:43][C:40]=3[CH:41]=[O:42])[CH2:25][CH2:26][N:27]3[CH:32]=[CH:31][C:30]4[O:33][C:34]([CH3:36])=[CH:35][C:29]=4[C:28]3=[O:37])[CH:21]=[CH:22][C:8]1=2)[CH3:6]>O>[CH2:5]([N:7]1[C:13](=[O:14])[C:12]([CH3:16])([CH3:15])[C:11](=[O:17])[N:10]([CH3:18])[C:9]2[CH:19]=[C:20]([CH2:23][N:24]([CH2:38][C:39]3[CH:46]=[CH:45][CH:44]=[CH:43][C:40]=3[CH2:41][OH:42])[CH2:25][CH2:26][N:27]3[CH:32]=[CH:31][C:30]4[O:33][C:34]([CH3:36])=[CH:35][C:29]=4[C:28]3=[O:37])[CH:21]=[CH:22][C:8]1=2)[CH3:6]

참가 물질

5

반응물 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 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

생성물 1

HCID 706571761-Ethyl-7-({N-(2-hydroxymethylbenzyl)-N-[2-(2-methyl-4-oxo-4H-furo[3,2-c]pyridin-5-yl)ethyl]amino}methyl)-3,3,5-trimethyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione수율 70.9%

시약·촉매·용매 1

HCID 962Water용매

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온도
0 °C

실험 절차

Sodium borohydride (47 mg) were added to a methanol solution (10 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 (0.59 g) and the mixture was stirred for 3 hours at 0° C. Water was added to the reaction mixture, followed by extraction by ethyl acetate. The organic layer was dried by anhydrous sodium sulfate, and condensed under reduced pressure. The residue was recrystallized from ethyl acetate-ether mixture to give the title compound (0.42 g) as a pale brown white powder.

후처리

  1. extractionfollowed by extraction by ethyl acetate
  2. dry with materialThe organic layer was dried by anhydrous sodium sulfate, and condensed under reduced pressure
  3. customThe residue was recrystallized from ethyl acetate-ether mixture

출처 및 근거

ORD 기록
ord-9fff5a03324543deac67d07fd820ecb1
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822453B2

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