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Sodium Iodide → HCID 22995793、化合物

HRID 1167173
ノート
印刷プレビュー

反応式

HRID 1167173 の反応式
C(N(C(C)C)CC)(C)C.[CH2:10]1[CH:15]2[CH2:16][NH:17][CH2:18][CH2:19][N:14]2[CH2:13][C:12](=[O:20])[O:11]1.FC(F)(F)C(O)=O.[Cl:28][C:29]1[CH:30]=[C:31]([NH:36][C:37]2[C:46]3[C:41](=[CH:42][C:43]([O:52][CH2:53][CH2:54]Br)=[C:44]([O:47][CH2:48][CH:49]4[CH2:51][CH2:50]4)[CH:45]=3)[N:40]=[CH:39][N:38]=2)[CH:32]=[CH:33][C:34]=1[F:35].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(#N)C>[Cl:28][C:29]1[CH:30]=[C:31]([NH:36][C:37]2[C:46]3[C:41](=[CH:42][C:43]([O:52][CH2:53][CH2:54][N:17]4[CH2:18][CH2:19][N:14]5[CH:15]([CH2:10][O:11][C:12](=[O:20])[CH2:13]5)[CH2:16]4)=[C:44]([O:47][CH2:48][CH:49]4[CH2:51][CH2:50]4)[CH:45]=3)[N:40]=[CH:39][N:38]=2)[CH:32]=[CH:33][C:34]=1[F:35]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 6

HCID 5238Sodium IodideHCID 6422Trifluoroacetic acid2 回HCID 11430Potassium Carbonate2 回HCID 81531DiisopropylethylamineHCID 18762784HCID 18762784、化合物HCID 22989513Hexahydropyrazino[2,1-c][1,4]oxazin-3(4H)-one2 回

生成物 1

HCID 22995793
HCID 22995793、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

0.25 ml of diisopropylethylamine and 260 mg of perhydro-pyrazino[2,1-c][1,4]oxazin-3-one x 2 trifluoroacetic acid are added to 150 mg of 4-[(3-chloro-4-fluorophenyl)amino]-6-cyclopropylmethoxy-7-(2-bromoethoxy)-quinazoline in 15 ml of acetonitrile. The reaction mixture is stirred for one hour at ambient temperature and then refluxed for two hours. Then 70 mg of potassium carbonate and 75 mg of sodium iodide are added. The reaction mixture is refluxed for about another 14 hours, during which time a total of another 175 mg of perhydro-pyrazino[2,1-c][1,4]oxazin-3-one x 2 trifluoroacetic acid and 300 mg of potassium carbonate are added successively until the reaction is complete. For working up the inorganic salts are filtered off and the filtrate is evaporated down in vacuo. The flask residue is chromatographed over a silica gel column with methylene chloride/methanol (95:5) as eluant. The desired product is obtained as a light brown resin. Yield: 27 mg (16% of theory),

後処理

  1. temperaturerefluxed for two hours
  2. additionare added successively until the reaction
  3. filtrationare filtered off
  4. customthe filtrate is evaporated down in vacuo
  5. customThe flask residue is chromatographed over a silica gel column with methylene chloride/methanol (95:5) as eluant

出典と根拠

ORDレコード
ord-c521884d0d0244d5a01a162e44e25c4b
出典データセット
uspto-grants-2003_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06617329B2

反応ノート

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