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 → 4-{5-[(6,7-Dichloro-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-4-yl)methyl]-2-fluorophenyl}-1-methyl-3,5-dioxopiperazin-1-ium trifluoroacetate

HRID 1172803
ノート
印刷プレビュー

反応式

HRID 1172803 の反応式
[CH3:1][N:2]1[CH2:7][C:6](=[O:8])O[C:4](=[O:9])[CH2:3]1.[F:10][C:11]([F:16])([F:15])[C:12]([O-:14])=[O:13].[Cl:17][C:18]1[N:22]2[C:23]([CH2:28][C:29]3[CH:30]=[CH:31][C:32]([F:36])=[C:33]([NH3+:35])[CH:34]=3)=[CH:24][NH:25][C:26](=[O:27])[C:21]2=[CH:20][C:19]=1[Cl:37].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>C1(C)C=CC=CC=1.CN(C1C=CN=CC=1)C.O.CC#N>[F:10][C:11]([F:16])([F:15])[C:12]([O-:14])=[O:13].[Cl:17][C:18]1[N:22]2[C:23]([CH2:28][C:29]3[CH:30]=[CH:31][C:32]([F:36])=[C:33]([N:35]4[C:4](=[O:9])[CH2:3][NH+:2]([CH3:1])[CH2:7][C:6]4=[O:8])[CH:34]=3)=[CH:24][NH:25][C:26](=[O:27])[C:21]2=[CH:20][C:19]=1[Cl:37]
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 143203244-Methylmorpholine-2,6-dioneHCID 866334295-[(6,7-Dichloro-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-4-yl)methyl]-2-fluorobenzenaminium trifluoroacetate

生成物 1

HCID 86633434
4-{5-[(6,7-Dichloro-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-4-yl)methyl]-2-fluorophenyl}-1-methyl-3,5-dioxopiperazin-1-ium trifluoroacetate

試薬・触媒・溶媒 4

HCID 142844-(Dimethylamino)pyridine触媒HCID 962Water溶媒HCID 1140Toluene溶媒HCID 6342Acetonitrile溶媒

実験手順

To a solution of 4-methylmorpholine-2,6-dione (1 eq) (see for Ref. WO 03/093261) in toluene (0.06 M) was added N2 (Example 14, step 2). The reaction mixture was refluxed for 2 h and then allowed to stand at RT overnight. The solvent was removed under reduced pressure. The resulting crude was dissolved in DMF (0.2 M) and to the resulting solution were added sequentially TBTU (1.3 eq), DIPEA (2.2 eq) and DMAP (0.3 eq). The mixture was stirred at RT for 2 h and then the product was isolated by purification at prep RP-HPLC using H2O (+0.1% TFA) and MeCN (+0.1% TFA) as eluents (C18 column). The desired fractions were lyophilized to afford the desired compound as a white powder. 1H NMR (400 MHz, DMSO-d6+TFA) δ: 7.41-7.27 (2H, m), 7.14 (1H, s), 7.08 (1H, d, J=6.8 Hz), 6.59 (1H, br. s), 4.38 (2H, s), 4.25 (4H, m), 2.85 (3H, s). MS (ES) C19H15Cl2FN4O3 requires: 436/438, found: 437/439 (M+H)+.

後処理

  1. temperatureThe reaction mixture was refluxed for 2 h
  2. customThe solvent was removed under reduced pressure
  3. dissolutionThe resulting crude was dissolved in DMF (0.2 M) and to the resulting solution
  4. customthe product was isolated by purification at prep RP-HPLC

出典と根拠

ORDレコード
ord-c1f1a265a458444ba2cfc89ec791758f
出典データセット
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07834015B2

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