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Triethylamine → HCID 10051708、化合物

HRID 2292728
ノート
印刷プレビュー

反応式

HRID 2292728 の反応式
[CH2:1]([C:4]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[C:17]([C:22]([O:24]C(C)(C)C)=[O:23])=[CH:18][CH:19]=[CH:20][CH:21]=3)=[CH:12][CH:11]=2)[C:7]2[CH:29]=[C:30](C(O)=O)[CH:31]=[CH:32][C:6]=2[N:5]=1)[CH2:2][CH3:3].[C:36]([N:43]1[CH:47]=[CH:46][N:45]=[CH:44]1)(N1C=CN=C1)=O.C(N(CC)CC)C.CN[C:57]1[CH:63]=CC=[CH:60][C:58]=1N>O1CCCC1>[CH2:1]([C:4]1[N:8]([CH2:9][C:10]2[CH:11]=[CH:12][C:13]([C:16]3[C:17]([C:22]([OH:24])=[O:23])=[CH:18][CH:19]=[CH:20][CH:21]=3)=[CH:14][CH:15]=2)[C:7]2[CH:29]=[C:30]([C:44]3[N:43]([CH3:36])[C:47]4[CH:63]=[CH:57][CH:58]=[CH:60][C:46]=4[N:45]=3)[CH:31]=[CH:32][C:6]=2[N:5]=1)[CH2:2][CH3:3]
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 4

HCID 8471TriethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 78498N-Methyl-o-phenylenediamineHCID 21479324HCID 21479324、化合物

生成物 1

HCID 10051708HCID 10051708、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A suspension of 940 mg (2.0 mMol) of tert.-butyl 4'-[(2-n-propyl-6-carboxy-benzimidazol-1-yl)-methyl]biphenyl-2-carboxylate and 320 mg (2.0 mMol) of carbonyldiimidazole in a solution of 1.0 ml of triethylamine in 30 ml of tetrahydrofuran is stirred for 30 minutes at ambient temperature, then 250 mg (2.0 mMol) of 2-methylaminoaniline are added and the mixture is stirred for a further 16 hours. It is then evaporated to dryness and the residue is refluxed in 20 ml of phosphorus oxychloride, with stirring, for 1 hour. The majority of the phosphorus oxychloride is then distilled off, the dark, greasy residue is decomposed with 30 ml of water, the strongly acidic suspension thus obtained is refluxed for about 1 hour, adjusted to pH 6 after cooling and then concentrated by evaporation. The crude product obtained is purified by column chromatography (120 g of silica gel, eluant: methylene chloride/methanol=15:1).

後処理

  1. stirringthe mixture is stirred for a further 16 hours
  2. customIt is then evaporated to dryness
  3. temperaturethe residue is refluxed in 20 ml of phosphorus oxychloride
  4. stirringwith stirring, for 1 hour
  5. distillationThe majority of the phosphorus oxychloride is then distilled off
  6. customthe strongly acidic suspension thus obtained
  7. temperatureis refluxed for about 1 hour
  8. temperatureafter cooling
  9. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-e4c2c2b1b8a947809a3ef94596c32ae3
出典データセット
uspto-grants-1997_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05684029

反応ノート

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