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Triethylamine → (9H-fluoren-9-yl)methyl 2-(5-bromo-2-carbamoylphenylcarbamoyl)pyrrolidine-1-carboxylate

HRID 1619343
ノート
印刷プレビュー

反応式

HRID 1619343 の反応式
Cl[C:2]([CH:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9]([O:11][CH2:12][CH:13]1[C:25]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[C:19]2[C:14]1=[CH:15][CH:16]=[CH:17][CH:18]=2)=[O:10])=[O:3].[NH2:26][C:27]1[CH:35]=[C:34]([Br:36])[CH:33]=[CH:32][C:28]=1[C:29]([NH2:31])=[O:30].CCN(CC)CC>C1COCC1.O>[Br:36][C:34]1[CH:33]=[CH:32][C:28]([C:29](=[O:30])[NH2:31])=[C:27]([NH:26][C:2]([CH:4]2[CH2:8][CH2:7][CH2:6][N:5]2[C:9]([O:11][CH2:12][CH:13]2[C:25]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[C:19]3[C:14]2=[CH:15][CH:16]=[CH:17][CH:18]=3)=[O:10])=[O:3])[CH:35]=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 8471TriethylamineHCID 138055072-Amino-4-bromobenzamideHCID 14482361(9H-fluoren-9-yl)methyl 2-(chlorocarbonyl)pyrrolidine-1-carboxylate

生成物 1

HCID 58574511(9H-fluoren-9-yl)methyl 2-(5-bromo-2-carbamoylphenylcarbamoyl)pyrrolidine-1-carboxylate

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 8028
Tetrahydrofuran
溶媒

実験手順

A solution of (9H-fluoren-9-yl)methyl 2-(chlorocarbonyl)pyrrolidine-1-carboxylate (600 mg, 1.8 mmol), 2-amino-4-bromobenzamide (400 mg, 1.8 mmol), and Et3N (2 mL) in THF was stirred at room temperature. The reaction was monitored by TLC. After diluting with H2O (50 mL), the mixture was extracted with ethyl acetate (3×100 mL). The organic layers were dried over Na2SO4 and concentrated to give yellow residue, which was purified by column chromatography. MS (ESI): 534, 536 (MH+)

後処理

  1. extractionthe mixture was extracted with ethyl acetate (3×100 mL)
  2. dry with materialThe organic layers were dried over Na2SO4
  3. concentrationconcentrated
  4. customto give yellow residue, which
  5. customwas purified by column chromatography

出典と根拠

ORDレコード
ord-80ab98acd119418d8e94d5b5d8e22f06
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08772301B2

反応ノート

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