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Potassium Phosphate, Tribasic → tert-Butyl 4-(7-bromo-2-naphthyl)-3-oxopiperazine-1-carboxylate

HRID 1465745
ノート
印刷プレビュー

反応式

HRID 1465745 の反応式
Br[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([Br:12])=[CH:7][CH:8]=2)[CH:3]=1.[O:13]=[C:14]1[NH:19][CH2:18][CH2:17][N:16]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:15]1.CNC1CCCCC1NC.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>[Cu]I.O1CCOCC1>[Br:12][C:6]1[CH:5]=[C:4]2[C:9]([CH:10]=[CH:11][C:2]([N:19]3[CH2:18][CH2:17][N:16]([C:20]([O:22][C:23]([CH3:25])([CH3:24])[CH3:26])=[O:21])[CH2:15][C:14]3=[O:13])=[CH:3]2)=[CH:8][CH:7]=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

7

反応物 4

HCID 62657Potassium Phosphate, TribasicHCID 5510741-N,2-N-dimethylcyclohexane-1,2-diamineHCID 6253552,7-DibromonaphthaleneHCID 3157178Tert-butyl 3-oxopiperazine-1-carboxylate

生成物 1

HCID 131732665tert-Butyl 4-(7-bromo-2-naphthyl)-3-oxopiperazine-1-carboxylate

試薬・触媒・溶媒 2

HCID 24350
Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
触媒
HCID 312751,4-Dioxane溶媒

反応条件

温度
150 °C

実験手順

To a 20 mL microwave vial charged with 2,7-dibromonaphthalene (1.1 g, 3.8 mmol), tert-butyl 3-oxopiperazine-1-carboxylate (0.50 g, 2.5 mmol), and a stir bar was added copper (I) iodide (95 mg, 0.50 mmol), N,N′-dimethylcyclohexane-1,2-diamine (142 mg, 1.0 mmol), K3PO4 (1100 mg, 5.0 mmol), and dioxane (15 mL). The mixture was purged three times with nitrogen, and heated to 150° C. in a microwave reactor. The crude solution was diluted with EtOAc, adsorbed onto silica gel, and purified by silica gel chromatography (Hex:EtOAc). The solvent was removed to provide the title compound. LC-MS (IE, m/z): 405 [M+1]+.

後処理

  1. customThe mixture was purged three times with nitrogen
  2. additionThe crude solution was diluted with EtOAc
  3. custompurified by silica gel chromatography (Hex:EtOAc)
  4. customThe solvent was removed

出典と根拠

ORDレコード
ord-c0d3925e28e445d2a7e268e18f092f10
出典データセット
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08999991B2

反応ノート

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