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

HRID 1619343
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HRID 1619343 반응식
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
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참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 138055072-Amino-4-bromobenzamideHCID 14482361(9H-fluoren-9-yl)methyl 2-(chlorocarbonyl)pyrrolidine-1-carboxylate

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매
HCID 8028
Tetrahydrofuran
용매

실험 절차

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+)

후처리

  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

출처 및 근거

ORD 기록
ord-80ab98acd119418d8e94d5b5d8e22f06
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08772301B2

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