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Trifluoroacetic acid → 1-Cyclobutyl-3-(4-(piperazine-carbonyl)phenyl)urea

HRID 1878414
ノート
印刷プレビュー

反応式

HRID 1878414 の反応式
[CH:1]1([NH:5][C:6](=[O:29])[NH:7][C:8]2[CH:28]=[CH:27][C:11]([C:12]([N:14]3[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]3)=[O:13])=[CH:10][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.FC(F)(F)C(O)=O.C(=O)([O-])O.[Na+]>ClCCl.C(#N)C>[CH:1]1([NH:5][C:6]([NH:7][C:8]2[CH:9]=[CH:10][C:11]([C:12]([N:14]3[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]3)=[O:13])=[CH:27][CH:28]=2)=[O:29])[CH2:4][CH2:3][CH2:2]1
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 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 57917609tert-Butyl 4-(4-(3-cyclobutylureido)benzoyl)piperazine-1-carboxylate

生成物 1

HCID 579175741-Cyclobutyl-3-(4-(piperazine-carbonyl)phenyl)urea

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 6344
Dichloromethane
溶媒

実験手順

tert-Butyl 4-(4-(3-cyclobutylureido)benzoyl)piperazine-1-carboxylate (48.7 mmol, 19.6 g) was dissolved in a mixture of dichloromethane (125 ml) and acetonitrile (10 mL). After complete dissolution, trifluoroacetic acid (269 mmol, 20 mL, 30.7 g) was added over 10 minutes. The reaction was stirred until no trace of starting material remained. The reaction was neutralised with sodium hydrogen carbonate, filtered and concentrated under vacuum to generate a white solid. The desired product was isolated by continuous extraction of this material using soxhlet apparatus with dichloromethane as elutant. The organic phase was concentrated under vacuum to yield the title compound as a white powder (14.34 g). MS (ESI) m/z 303.5[M+H]+

後処理

  1. additionwas added over 10 minutes
  2. filtrationfiltered
  3. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-846035f8b355430c8e3f56e37426af41
出典データセット
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08314091B2

反応ノート

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