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(Diethylamino)sulfur trifluoride → (4,5-Dichloro-2-fluoro-phenyl)-{7-[2-(2-fluoro-ethoxy)-ethoxy]-6-nitro-quinazolin-4-yl}-amine

HRID 1255975
ノート
印刷プレビュー

反応式

HRID 1255975 の反応式
CCN(S(F)(F)[F:7])CC.[Cl:10][C:11]1[C:16]([Cl:17])=[CH:15][C:14]([NH:18][C:19]2[C:28]3[C:23](=[CH:24][C:25]([O:32][CH2:33][CH2:34][O:35][CH2:36][CH2:37]O)=[C:26]([N+:29]([O-:31])=[O:30])[CH:27]=3)[N:22]=[CH:21][N:20]=2)=[C:13]([F:39])[CH:12]=1.C(=O)(O)[O-].[Na+]>ClCCl.O>[Cl:10][C:11]1[C:16]([Cl:17])=[CH:15][C:14]([NH:18][C:19]2[C:28]3[C:23](=[CH:24][C:25]([O:32][CH2:33][CH2:34][O:35][CH2:36][CH2:37][F:7])=[C:26]([N+:29]([O-:31])=[O:30])[CH:27]=3)[N:22]=[CH:21][N:20]=2)=[C:13]([F:39])[CH:12]=1
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 3

HCID 123472(Diethylamino)sulfur trifluorideHCID 516892Sodium BicarbonateHCID 692669552-{2-[4-(4,5-Dichloro-2-fluoro-phenylamino)-6-nitro-quinazoline-7-yloxy]-ethoxy}-ethanol

生成物 1

HCID 86618844(4,5-Dichloro-2-fluoro-phenyl)-{7-[2-(2-fluoro-ethoxy)-ethoxy]-6-nitro-quinazolin-4-yl}-amine収率 78.4%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6344Dichloromethane溶媒

実験手順

DAST (0.16 gram, 1 mmol) was added slowly to a cooled solution (−78° C.) of Compound 29a (0.047 gram, 0.1 mmol) in dichloromethane (2 ml) and the resulting mixture was allowed to warm to room temperature and was thereafter stirred for 12 hours. The reaction mixture was then poured to a saturated solution of sodium bicarbonate), diluted with water, extracted thrice with dichloromethane, washed with brine, and dried over sodium sulfate. Removal of the solvent under reduced pressure afforded Compound 35a (0.036 gram, 78% yield) having a purity of 94%, as determined by HPLC. The compound was used in the following procedures without further purification.

後処理

  1. extractionextracted thrice with dichloromethane
  2. washwashed with brine
  3. dry with materialdried over sodium sulfate
  4. customRemoval of the solvent under reduced pressure

出典と根拠

ORDレコード
ord-b373c4aeec224406a66f15adac73452b
出典データセット
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08461166B2

反応ノート

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