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Triethylamine → Tert-butyl 4-(4-(1-(pyridazin-3-yl)azetidine-3-carboxamido)phenyl)piperidine-1-carboxylate

HRID 873567
ノート
印刷プレビュー

反応式

HRID 873567 の反応式
Cl[C:2]1[N:7]=[N:6][C:5]([N:8]2[CH2:11][CH:10]([C:12]([NH:14][C:15]3[CH:20]=[CH:19][C:18]([CH:21]4[CH2:26][CH2:25][N:24]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:23][CH2:22]4)=[CH:17][CH:16]=3)=[O:13])[CH2:9]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.C1CC=CCC=1>[Pd]>[N:7]1[CH:2]=[CH:3][CH:4]=[C:5]([N:8]2[CH2:11][CH:10]([C:12]([NH:14][C:15]3[CH:16]=[CH:17][C:18]([CH:21]4[CH2:22][CH2:23][N:24]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:25][CH2:26]4)=[CH:19][CH:20]=3)=[O:13])[CH2:9]2)[N:6]=1
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

5

反応物 3

HCID 8471TriethylamineHCID 123431,4-CyclohexadieneHCID 86702042Tert-butyl 4-(4-(1-(6-chloropyridazin-3-yl)azetidine-3-carboxamido)phenyl)piperidine-1-carboxylate

生成物 1

HCID 86702044Tert-butyl 4-(4-(1-(pyridazin-3-yl)azetidine-3-carboxamido)phenyl)piperidine-1-carboxylate

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

反応条件

温度
80 °C

実験手順

To a 50 mL round-bottomed flask was added tert-butyl 4-(4-(1-(6-chloropyridazin-3-yl)azetidine-3-carboxamido)phenyl)piperidine-1-carboxylate (550 mg, 1.165 mmol) and Pd/C (93 mg, 0.087 mmol). The flask was flushed with nitrogen for 10 minutes and ethanol (11.7 ml) was added. Triethylamine (0.162 ml, 1.165 mmol) and cyclohexa-1,4-diene (654 mg, 8.16 mmol) were added and the reaction was stirred at 80° C. for 1 hour, cooled and filtered through diatomaceous earth. The filtrate was concentrated in vacuo and the residue was purified by regular phase flash column chromatography to give the title compound.

後処理

  1. customThe flask was flushed with nitrogen for 10 minutes
  2. additionethanol (11.7 ml) was added
  3. temperaturecooled
  4. filtrationfiltered through diatomaceous earth
  5. concentrationThe filtrate was concentrated in vacuo
  6. customthe residue was purified by regular phase flash column chromatography

出典と根拠

ORDレコード
ord-a82ea6b1561f4fc09794abf23a3a08cc
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08975398B2

反応ノート

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