Diisopropylethylamine → HCID 178462095、化合物

HRID 2094244ノート

反応式

HRID 2094244 の反応式
[N:1]1([C:8]2[CH:16]=[CH:15][C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=2)[CH2:6][CH2:5][O:4][CH2:3][C:2]1=[O:7].CCN(C(C)C)C(C)C.Cl.[Cl:27][C:28]1[CH:39]=[CH:38][C:31]2[NH:32][C:33]([C@@H:35]([NH2:37])[CH3:36])=[N:34][C:30]=2[CH:29]=1>CN(C=O)C>[Cl:27][C:28]1[CH:39]=[CH:38][C:31]2[NH:32][C:33]([C@@H:35]([NH:37][C:12](=[O:14])[C:11]3[CH:10]=[CH:9][C:8]([N:1]4[CH2:6][CH2:5][O:4][CH2:3][C:2]4=[O:7])=[CH:16][CH:15]=3)[CH3:36])=[N:34][C:30]=2[CH:29]=1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 230877894-(3-Oxomorpholino)benzoic acidHCID 178461860(1S)-1-(5-chloro-1h-benzimidazol-2-yl)-ethylamine-hydrochloride

生成物 1

HCID 178462095HCID 178462095、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

254 mg (1.15 mmol) 4-(morpholin-3-on-4-yl)-benzoic acid (prepared by synthesis sequence analogously to Example 30a, 2d and 21a) are placed in 5 ml DMF and 428 mg (1.0 mmol) PfTU and 514 μl (3.0 mmol) DIPEA are added. After stirring at ambient temperature for 10 minutes 232 mg (1.0 mmol) (1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamine-hydrochloride are added and the mixture is stirred for 16 hours at ambient temperature. Then the reaction mixture is filtered through basic aluminium oxide and evaporated down i. vac. The residue is purified by chromatography on silica gel (eluting gradient: dichloromethane/methanol 100:0->90:10), the corresponding fractions are evaporated down i. vac., the residue is dissolved in acetonitrile/water and lyophilised.

後処理

  1. additionare added
  2. filtrationThen the reaction mixture is filtered through basic aluminium oxide
  3. customevaporated down i
  4. customThe residue is purified by chromatography on silica gel (eluting gradient: dichloromethane/methanol 100:0->90:10)
  5. customthe corresponding fractions are evaporated down i
  6. dissolution, the residue is dissolved in acetonitrile/water

出典と根拠

ORDレコード
ord-a7f7b4bab6354975a4c762df8d67b035
出典データセット
uspto-grants-2013_05
特許番号
US08445525B2

反応ノート

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