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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 1530854
ノート
印刷プレビュー

反応式

HRID 1530854 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 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

生成物 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 carboxylate収率 73%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
70 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-d24d97d156dc4a328589930263f30cee
出典データセット
uspto-grants-2001_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06197771B1

反応ノート

読み込み中…

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