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Triethylamine → 1,1-Dimethylethyl 4-[(1,2,3,4,7,8,9,10-octahydro-2,3-dioxopyrido[3,4-f]quinoxaline-9-yl)carbonyl]-1-piperidine carboxylate

HRID 1106440
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인쇄 미리보기

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HRID 1106440 반응식
[C:1]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([OH:16])=O)[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].C(N1C=CN=C1)(N1C=CN=C1)=O.[NH:29]1[C:38]2[C:37]3[CH2:39][NH:40][CH2:41][CH2:42][C:36]=3[CH:35]=[CH:34][C:33]=2[NH:32][C:31](=[O:43])[C:30]1=[O:44].C(N(CC)CC)C>O1CCCC1.CN(C)C=O>[O:44]=[C:30]1[NH:29][C:38]2[C:37]3[CH2:39][N:40]([C:14]([CH:11]4[CH2:10][CH2:9][N:8]([C:1]([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[O:2])[CH2:13][CH2:12]4)=[O:16])[CH2:41][CH2:42][C:36]=3[CH:35]=[CH:34][C:33]=2[NH:32][C:31]1=[O:43]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 3928711-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acidHCID 212530731,4,7,8,9,10-Hexahydropyrido[3,4-f]quinoxaline-2,3-dione

생성물 1

HCID 212530551,1-Dimethylethyl 4-[(1,2,3,4,7,8,9,10-octahydro-2,3-dioxopyrido[3,4-f]quinoxaline-9-yl)carbonyl]-1-piperidine carboxylate수율 73%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
70 °C

실험 절차

A solution of N-Boc-4-piperidinecarboxylic acid (158 mg, 0.69 mmol) and carbonyldiimidazole (119 mg, 0.69 mmol) in tetrahydrofuran (3 mL) under a nitrogen atmosphere was reluxed for 15 min. This solution was then added to suspension of the quinoxalinedione from Example 30 (100 mg, 0.46 mmol) in anhydrous dimethylformamide (3 mL). After stirring for 15 min (nitrogen atmosphere), triethylamine (0.96 mL, 0.69 mmol) was added and the reaction was stirred at 70° C. for 19 h. The mixture was concentrated to dryness and the residue triturated with water and collected by filtration. A beige solid (143 mg, 73% yield) was obtained. mp=283-286° C. CHN calc'd for C22H28N4O5 within ±0.4.

후처리

  1. additionwas added
  2. concentrationThe mixture was concentrated to dryness
  3. customthe residue triturated with water
  4. filtrationcollected by filtration

출처 및 근거

ORD 기록
ord-fd373baad19b406abf169c73783c1ae2
출처 데이터셋
uspto-grants-2000_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06057313

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