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Indole → (4-Indol-1-yl-pyrimidin-2-yl)-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine

HRID 1435020
ノート
印刷プレビュー

反応式

HRID 1435020 の反応式
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][CH:9]2[CH2:14][C:13]([CH3:16])([CH3:15])[NH:12][C:11]([CH3:18])([CH3:17])[CH2:10]2)[N:3]=1.[NH:19]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=[CH:20]1.[OH-].[K+]>CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-].C(OC(=O)C)C>[N:19]1([C:2]2[CH:7]=[CH:6][N:5]=[C:4]([NH:8][CH:9]3[CH2:14][C:13]([CH3:16])([CH3:15])[NH:12][C:11]([CH3:18])([CH3:17])[CH2:10]3)[N:3]=2)[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=[CH:20]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

6

反応物 3

HCID 798IndoleHCID 14797Potassium HydroxideHCID 57936167(4-Chloro-pyrimidin-2-yl)(2,2,6,6-tetramethyl-piperidin-4-yl)-amine

生成物 1

HCID 57936162(4-Indol-1-yl-pyrimidin-2-yl)-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine収率 27%

試薬・触媒・溶媒 2

HCID 21218Trioctylmethylammonium chloride触媒
HCID 8857
Ethyl Acetate
溶媒

反応条件

温度
120 °C

実験手順

A mixture of (4-chloro-pyrimidin-2-yl)-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine (200 mg, 0.74 mmol), indole (96 μl, 0.81 mmol), potassium hydroxide (63 mg, 1.10 mmol) and a few drops of Aliquat 336 were heated to 120° C. for 5 h. After cooling to room temperature the mixture was dissolved in ethylacetate, washed with water and brine and the crude product was purified by HPLC. Thus 71 mg (0.20 mmol, 27%) of the title compound were obtained.

後処理

  1. temperatureAfter cooling to room temperature the mixture
  2. washwashed with water and brine
  3. customthe crude product was purified by HPLC

出典と根拠

ORDレコード
ord-789f7a5a5cef4542933d3b9e9b1c990d
出典データセット
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07615562B2

反応ノート

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