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Sodium Hydroxide → 3-{3-[(5-Benzoyl-furan-2-carbonyl)-amino]-phenyl}-acrylic acid

HRID 659098
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HRID 659098 반응식
C([O:3][C:4](=[O:29])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14]([C:16]2[O:17][C:18]([C:21](=[O:28])[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:19][CH:20]=2)=[O:15])[CH:8]=1)C.[OH-].[Na+]>CCO>[C:21]([C:18]1[O:17][C:16]([C:14]([NH:13][C:9]2[CH:8]=[C:7]([CH:6]=[CH:5][C:4]([OH:29])=[O:3])[CH:12]=[CH:11][CH:10]=2)=[O:15])=[CH:20][CH:19]=1)(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 684126103-{3-[(5-Benzoyl-furan-2-carbonyl)-amino]-phenyl}-acrylic acid ethyl ester

생성물 1

HCID 684135383-{3-[(5-Benzoyl-furan-2-carbonyl)-amino]-phenyl}-acrylic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The ester (10) (28 mg, 0.072 mmol) was hydrolysed using Method C, except that EtOH (0.15 mL) and 1M NaOH (0.15 mL) were used. After the reaction, the solvent was removed under a stream of nitrogen gas and the residue acidified to pH 5 using 1N HCl. The precipitate was filtered off and dried to give the title compound. Yield: 8 mg, 31%; LC-MS tr 1.95 min; HPLC Purity: 98%; MS (ES+) m/z 362 (M+H); 1H NMR (400 MHz; DMSO): δ 6.4 (d, 1H), 7.10 (d, 1H), 7.20-7.40 (m, 2H), 7.55 (m, 1H), 7.60-7.80 (m, 3H), 7.80-7.90 (d, 1H), 7.95 (s, 1H), 7.95-8.10 (m, 3H)

후처리

  1. customAfter the reaction
  2. customthe solvent was removed under a stream of nitrogen gas
  3. filtrationThe precipitate was filtered off
  4. customdried

출처 및 근거

ORD 기록
ord-c3568bc12d1e4c58b1fe031ebfb593a8
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08080567B2

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