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Trifluoroacetic acid → 5-Chloro-6-[(1-methylethyl)oxy]-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one

HRID 2064191
ノート
印刷プレビュー

反応式

HRID 2064191 の反応式
[Cl:1][C:2]1[C:24]([O:25][CH:26]([CH3:28])[CH3:27])=[CH:23][C:5]2[N:6]([CH:10]3[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH2:11]3)[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1.FC(F)(F)C(O)=O>ClCCl>[Cl:1][C:2]1[C:24]([O:25][CH:26]([CH3:28])[CH3:27])=[CH:23][C:5]2[N:6]([CH:10]3[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]3)[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 598501801,1-Dimethylethyl 4-{5-chloro-6-[(1-methylethyl)oxy]-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}-1-piperidinecarboxylate

生成物 1

HCID 598501865-Chloro-6-[(1-methylethyl)oxy]-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one収率 89.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 1,1-dimethylethyl 4-{5-chloro-6-[(1-methylethyl)oxy]-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}-1-piperidinecarboxylate (D86, 140 mg, 0.34 mmol) in dichloromethane (3 ml) was treated with trifluoroacetic acid (3 ml) and stirred at room temperature under argon for 1 hr. The mixture was concentrated under vacuum and the residue treated with 10% Na2CO3 solution and extracted with ethyl acetate (×3). The combined extract was dried (MgSO4) and concentrated under vacuum to leave the title compound as a red oil (94 mg, 83%). M++H=310.0.

後処理

  1. concentrationThe mixture was concentrated under vacuum
  2. additionthe residue treated with 10% Na2CO3 solution
  3. extractionextracted with ethyl acetate (×3)
  4. extractionThe combined extract
  5. dry with materialwas dried (MgSO4)
  6. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-43d69491286847848d4ecfc45730e814
出典データセット
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08288412B2

反応ノート

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