ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Diisopropylethylamine → 2-{4-[4-(2-tert-Butyl-6-trifluoromethyl-pyrimidin-4-yl)-piperazin-1-yl]butyl}-2H-[1,2,4]triazine-3,5-dione hydrochloride

HRID 453647
ノート
印刷プレビュー

反応式

HRID 453647 の反応式
[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:11](=[O:12])[NH:10][C:9](=[O:13])[CH:8]=[N:7]1.[C:14]([C:18]1[N:23]=[C:22]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH:21]=[C:20]([C:30]([F:33])([F:32])[F:31])[N:19]=1)([CH3:17])([CH3:16])[CH3:15].[Br-].[Na+].C(N(CC)C(C)C)(C)C>CN(C)C=O>[ClH:1].[C:14]([C:18]1[N:23]=[C:22]([N:24]2[CH2:25][CH2:26][N:27]([CH2:2][CH2:3][CH2:4][CH2:5][N:6]3[C:11](=[O:12])[NH:10][C:9](=[O:13])[CH:8]=[N:7]3)[CH2:28][CH2:29]2)[CH:21]=[C:20]([C:30]([F:31])([F:32])[F:33])[N:19]=1)([CH3:17])([CH3:15])[CH3:16]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 253881Sodium BromideHCID 158171752-(4-Chloro-butyl)-2H-[1,2,4]triazine-3,5-dioneHCID 183996102-(tert-Butyl)-4-(piperazin-1-yl)-6-(trifluoromethyl)pyrimidine

生成物 1

HCID 675122702-{4-[4-(2-tert-Butyl-6-trifluoromethyl-pyrimidin-4-yl)-piperazin-1-yl]butyl}-2H-[1,2,4]triazine-3,5-dione hydrochloride

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

13.4 g of 2-(4-chloro-butyl)-2H-[1,2,4]triazine-3,5-dione (65.8 mmol) and 18.97 g of 2-tert-butyl-4-piperazin-1-yl-6-trifluoromethyl-pyrimidine (65.8 mmol) were dissolved in 400 mL of dimethylformamide. After addition of 33.9 g of sodium bromide (329 mmol) and 115 mL of N,N-diisopropylethylamine (658 mmol), the reaction was stirred for 48 h at room temperature. Then the solvent was removed under reduced pressure and the obtained residue was trituated with 400 mL of ethyl acetate and the obtained solution was filtered. The filtrate was evaporated to dryness and the remaining oily residue was treated with 100 mL of diethyl ether, filtered and the filtrate was again evaporated to dryness. The crude product was purified three times via silica gel chromatography (ethyl acetate-methanol 0-100%; dichloromethane-methanol 0-5%; dichloro-methane-methanol 0-2%) to yield the free base of the title compound. This product was transferred into its hydrochloride salt via treatment with HCl/diethyl ether (yield 2.56 g).

後処理

  1. customThen the solvent was removed under reduced pressure
  2. filtrationthe obtained solution was filtered
  3. customThe filtrate was evaporated to dryness
  4. additionthe remaining oily residue was treated with 100 mL of diethyl ether
  5. filtrationfiltered
  6. customthe filtrate was again evaporated to dryness
  7. customThe crude product was purified three times via silica gel chromatography (ethyl acetate-methanol 0-100%; dichloromethane-methanol 0-5%; dichloro-methane-methanol 0-2%)

出典と根拠

ORDレコード
ord-653ba22409ef4710a04fb53f33b90b3e
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08492540B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート