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Potassium Carbonate → 4-(3-Chloro-2-fluoroanilino)-7-methoxy-6-[1-(N,N-dimethylcarbamoylmethyl)piperidin-3-yloxy]quinazoline

HRID 1948970
ノート
印刷プレビュー

反応式

HRID 1948970 の反応式
Cl[CH2:2][C:3]([N:5]([CH3:7])[CH3:6])=[O:4].Cl.Cl.[Cl:10][C:11]1[C:12]([F:37])=[C:13]([CH:34]=[CH:35][CH:36]=1)[NH:14][C:15]1[C:24]2[C:19](=[CH:20][C:21]([O:32][CH3:33])=[C:22]([O:25][CH:26]3[CH2:31][CH2:30][CH2:29][NH:28][CH2:27]3)[CH:23]=2)[N:18]=[CH:17][N:16]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:10][C:11]1[C:12]([F:37])=[C:13]([CH:34]=[CH:35][CH:36]=1)[NH:14][C:15]1[C:24]2[C:19](=[CH:20][C:21]([O:32][CH3:33])=[C:22]([O:25][CH:26]3[CH2:31][CH2:30][CH2:29][N:28]([CH2:2][C:3](=[O:4])[N:5]([CH3:7])[CH3:6])[CH2:27]3)[CH:23]=2)[N:18]=[CH:17][N:16]=1
参加物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 11430Potassium CarbonateHCID 758862-chloro-N,N-dimethylacetamideHCID 685224574-(3-Chloro-2-fluoroanilino)-7-methoxy-6-(piperidin-3-yloxy)quinazoline dihydrochloride

生成物 1

HCID 100057044-(3-Chloro-2-fluoroanilino)-7-methoxy-6-[1-(N,N-dimethylcarbamoylmethyl)piperidin-3-yloxy]quinazoline収率 41%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

2-Chloro-N,N-dimethylacetamide (105 mg) was added to a mixture of 4-(3-Chloro-2-fluoroanilino)-7-methoxy-6-(piperidin-3-yloxy)quinazoline dihydrochloride (250 mg) and potassium carbonate (1.19 g) in DMF (5 ml). The mixture was stirred at room temperature for 30 mins, filtered and the solvent evaporated. Purification by flash column chromatography eluting with methylene chloride/methanol (96/4) gave a foam. This was triturated with diethyl ether and isohexane to give the title product as a white solid (105 mg); 1H NMR. Spectrum: (DMSO d6) 1.45 (m, 1H), 1.61 (m, 1H), 1.78 (m, 1H), 2.10 (m, 1H), 2.26 (m, 1H), 2.38 (m, 1H), 2.65-2.77 (m, 1H), 2.75 (s, 3H), 2.99 (s, 3H), 3.04 (m, 1H), 3.22 (s, 2H), 3.94 (s, 3H), 4.62 (m, 1H), 7.21 (s, 1H), 7.29 (m, 1H), 7.47-7.55 (m, 2H), 7.88 (s, 1H), 8.38 (s, 1H), 9.59 (s, 1H); Mass Spectrum: (M+H)+ 488.

後処理

  1. filtrationfiltered
  2. customthe solvent evaporated
  3. customPurification by flash column chromatography
  4. washeluting with methylene chloride/methanol (96/4)
  5. customgave a foam
  6. customThis was triturated with diethyl ether and isohexane

出典と根拠

ORDレコード
ord-d248e976ad124abdb2408c3e37158ea0
出典データセット
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08399667B2

反応ノート

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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