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Triethylamine → 5-(4-Fluoro-phenoxy)-2-pyridin-2-yl-6-(1-pyrimidin-2-yl-pyrrolidin-2-yl)-1H-benzimidazole

HRID 13281
ノート
印刷プレビュー

反応式

HRID 13281 の反応式
C(N(CC)CC)C.Cl[C:9]1[N:14]=[CH:13][CH:12]=[CH:11][N:10]=1.[F:15][C:16]1[CH:42]=[CH:41][C:19]([O:20][C:21]2[C:35]([CH:36]3[CH2:40][CH2:39][CH2:38][NH:37]3)=[CH:34][C:24]3[NH:25][C:26]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=4)=[N:27][C:23]=3[CH:22]=2)=[CH:18][CH:17]=1>C(O)C>[F:15][C:16]1[CH:17]=[CH:18][C:19]([O:20][C:21]2[C:35]([CH:36]3[CH2:40][CH2:39][CH2:38][N:37]3[C:9]3[N:14]=[CH:13][CH:12]=[CH:11][N:10]=3)=[CH:34][C:24]3[NH:25][C:26]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=4)=[N:27][C:23]=3[CH:22]=2)=[CH:41][CH:42]=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 8471TriethylamineHCID 744042-ChloropyrimidineHCID 231455755-(4-fluoro-phenoxy)-2-pyridin-2-yl-6-pyrrolidin-2-yl-1H-benzimidazole

生成物 1

HCID 231454735-(4-Fluoro-phenoxy)-2-pyridin-2-yl-6-(1-pyrimidin-2-yl-pyrrolidin-2-yl)-1H-benzimidazole

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

0.013 ml of triethylamine and 6.3 mg of 2-chloro-pyrimidine were added in order to an ethanol (2 ml) solution of 17.1 mg of 5-(4-fluoro-phenoxy)-2-pyridin-2-yl-6-pyrrolidin-2-yl-1H-benzimidazole obtained in Example 168, and the reaction liquid was heated under reflux for 3 hours. The reaction solvent was evaporated away under reduced pressure, and the resulting residue was purified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid], and the resulting fraction was diluted with ethyl acetate, washed with aqueous saturated sodium bicarbonate and saturated saline in order, and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure to obtain the entitled compound as a white solid.

後処理

  1. customthe reaction liquid
  2. temperaturewas heated
  3. temperatureunder reflux for 3 hours
  4. customThe reaction solvent was evaporated away under reduced pressure
  5. customthe resulting residue was purified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid]
  6. additionthe resulting fraction was diluted with ethyl acetate
  7. washwashed with aqueous saturated sodium bicarbonate and saturated saline in order
  8. dry with materialdried with anhydrous sodium sulfate
  9. customThe solvent was evaporated away under reduced pressure

出典と根拠

ORDレコード
ord-1f00ef826a5e4bb395bbf8e1102e086d
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07728025B2

反応ノート

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