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1-Methylpiperazine → 2-{[(2R,6S)-2,6-Dimethyl-4-morpholinyl]methyl}-N-{6-[6-(methyloxy)-5-({[2-(4-methyl-1-piperazinyl)ethyl]sulfonyl}amino)-3-pyridinyl]-1H-indazol-4-yl}-1,3-thiazole-4-carboxamide

HRID 1695791
ノート
印刷プレビュー

反応式

HRID 1695791 の反応式
[CH3:1][C@H:2]1[O:7][C@@H:6]([CH3:8])[CH2:5][N:4]([CH2:9][C:10]2[S:11][CH:12]=[C:13]([C:15]([NH:17][C:18]3[C:19]4[C:23]([CH:24]=[C:25]([C:27]5[CH:28]=[N:29][C:30]([O:39][CH3:40])=[C:31]([NH:33][S:34]([CH:37]=[CH2:38])(=[O:36])=[O:35])[CH:32]=5)[CH:26]=3)=[N:22][N:21](C3CCCCO3)[CH:20]=4)=[O:16])[N:14]=2)[CH2:3]1.[CH3:47][N:48]1[CH2:53][CH2:52][NH:51][CH2:50][CH2:49]1>C(#N)C>[CH3:8][C@H:6]1[O:7][C@@H:2]([CH3:1])[CH2:3][N:4]([CH2:9][C:10]2[S:11][CH:12]=[C:13]([C:15]([NH:17][C:18]3[CH:26]=[C:25]([C:27]4[CH:28]=[N:29][C:30]([O:39][CH3:40])=[C:31]([NH:33][S:34]([CH2:37][CH2:38][N:51]5[CH2:52][CH2:53][N:48]([CH3:47])[CH2:49][CH2:50]5)(=[O:35])=[O:36])[CH:32]=4)[CH:24]=[C:23]4[C:19]=3[CH:20]=[N:21][NH:22]4)=[O:16])[N:14]=2)[CH2:5]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 531671-MethylpiperazineHCID 669112332-{[(2R,6S)-2,6-Dimethyl-4-morpholinyl]methyl}-N-[6-[5-[(ethenylsulfonyl)amino]-6-(methyloxy)-3-pyridinyl]-2-(tetrahydro-2H-pyran-2-yl)-2H-indazol-4-yl]-1,3-thiazole-4-carboxamide

生成物 1

HCID 445400352-{[(2R,6S)-2,6-Dimethyl-4-morpholinyl]methyl}-N-{6-[6-(methyloxy)-5-({[2-(4-methyl-1-piperazinyl)ethyl]sulfonyl}amino)-3-pyridinyl]-1H-indazol-4-yl}-1,3-thiazole-4-carboxamide

試薬・触媒・溶媒 1

HCID 6342
Acetonitrile
溶媒

実験手順

Acetonitrile (10 ml) was added to 2-{[(2R,6S)-2,6-dimethyl-4-morpholinyl]methyl}-N-[6-[5-[(ethenylsulfonyl)amino]-6-(methyloxy)-3-pyridinyl]-2-(tetrahydro-2H-pyran-2-yl)-2H-indazol-4-yl]-1,3-thiazole-4-carboxamide (250 mg) followed by 1-methylpiperazine (0.33 ml). The reaction was stirred at RT for 3 hours. The reaction was evaporated to dryness and the residue was separated between DCM and water. The DCM was passed through a hydrophobic frit then evaporated to dryness. The residue was dissolved in DMSO:methanol (1:1, v/v, 2 ml) and purified by MDAP (method E). Pure fractions were combined and evaporated to dryness. Analysis showed complete deprotection on dry-down to give title compound (116 mg).

後処理

  1. customThe reaction was evaporated to dryness
  2. customthe residue was separated between DCM and water
  3. customthen evaporated to dryness
  4. dissolutionThe residue was dissolved in DMSO:methanol (1:1, v/v, 2 ml)
  5. custompurified by MDAP (method E)
  6. customevaporated to dryness
  7. customon dry-down

出典と根拠

ORDレコード
ord-7f8d81f67b8744c6a647ce9627fba134
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08163743B2

反応ノート

読み込み中…

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