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Sodium Hydroxide → 1-[3-{4-(3-Chloro-4-methoxyanilino)-6-cycloheptylamino-1,3,5-triazine-2-yloxy}piperidino]-1-ethanone

HRID 915147
ノート
印刷プレビュー

反応式

HRID 915147 の反応式
[C:1]([N:4]1[CH2:9][CH2:8][CH2:7][CH:6]([OH:10])[CH2:5]1)(=[O:3])[CH3:2].[OH-].[Na+].Cl[C:14]1[N:19]=[C:18]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[C:23]([Cl:29])[CH:22]=2)[N:17]=[C:16]([NH:30][CH:31]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]2)[N:15]=1>C1C=CC=CC=1>[Cl:29][C:23]1[CH:22]=[C:21]([CH:26]=[CH:25][C:24]=1[O:27][CH3:28])[NH:20][C:18]1[N:17]=[C:16]([NH:30][CH:31]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]2)[N:15]=[C:14]([O:10][CH:6]2[CH2:7][CH2:8][CH2:9][N:4]([C:1](=[O:3])[CH3:2])[CH2:5]2)[N:19]=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 14798Sodium HydroxideHCID 218970216-chloro-N-(3-chloro-4-methoxyphenyl)-N'-cycloheptyl-[1,3,5]triazine-2,4-diamineHCID 218970301-(3-Hydroxypiperidin-1-yl)ethan-1-one

生成物 1

HCID 115983281-[3-{4-(3-Chloro-4-methoxyanilino)-6-cycloheptylamino-1,3,5-triazine-2-yloxy}piperidino]-1-ethanone

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

反応条件

温度
25 °C

実験手順

A mixture of N-acetyl-3-hydroxypiperidine (0.335 g, 2.27 mmol) and sodium hydroxide (95 mg, 2.27 mmol) in benzene (10 mL) was heated to reflux for 2 hours with stirring under nitrogen atmosphere and then cooled to 25° C. followed by the addition of compound 133 (0.3 g, 0.78 mmol) at same temperature. The mixture was heated to reflux for 6 hours, concentrated under vacuum and diluted with water (10 mL). The precipitated solid was filtered off and purified by column chromatography to afford the title compound E20 as an off-white solid (0.35 g, 91%). mp 138-140° C.; HPLC: Inertsil ODS 3V (250×4.6 mm) 5 microns [solvent A=0.01 M KH2PO4 (pH 7.0); solvent B=CH3CN], Gradient elution program: T/% B=0/60, 10/60, 25/80, 40/80, 45/60, 50/60; 268 nm, Rt 17.20 min, 91.70% purity; MS (CI): m/z 489 (M+, 100).

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 2 hours
  3. temperatureThe mixture was heated
  4. temperatureto reflux for 6 hours
  5. concentrationconcentrated under vacuum
  6. additiondiluted with water (10 mL)
  7. filtrationThe precipitated solid was filtered off
  8. custompurified by column chromatography

出典と根拠

ORDレコード
ord-9bdca9a2ec274001882ff4ac33f712d2
出典データセット
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07265114B2

反応ノート

読み込み中…

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