Sodium Hydroxide → HCID 67288232, 화합물

HRID 1626432노트

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HRID 1626432 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=[O:34])[NH:20][C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=4[Cl:33])[N:22]=3)=[CH:15][CH:14]=1)[O:8][CH2:7][CH2:6][CH:5]2[C:35]([O:37]CC)=[O:36].[OH-].[Na+]>C1COCC1.C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][C:13]1[CH:14]=[CH:15][C:16]([C:19](=[O:34])[NH:20][C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=4[Cl:33])[N:22]=3)=[CH:17][CH:18]=1)[O:8][CH2:7][CH2:6][CH:5]2[C:35]([OH:37])=[O:36]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 67289647Ethyl 6-chloro-7-(4-(6-(2-chlorophenyl)pyridin-2-ylcarbamoyl)phenoxy)chroman-4-carboxylate

생성물 1

HCID 67288232HCID 67288232, 화합물수율 70.1%

시약·촉매·용매 1

HCID 21873804Tetrahydrofuran ethanol용매

실험 절차

To a solution of ethyl 6-chloro-7-(4-(6-(2-chlorophenyl)pyridin-2-ylcarbamoyl)phenoxy)chroman-4-carboxylate (0.010 g, 0.0177 mmol) in 3:1 THF/ethanol (1 ml) was added 1M sodium hydroxide (0.0373 ml, 0.0373 mmol), and the reaction was stirred for 16 hours at ambient temperature. The reaction was concentrated and diluted with water. The reaction was acidified with 1M hydrochloric acid and extracted twice with EtOAc. The combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated. The crude material was purified by silica gel preparative thin-layer chromatography eluting with 95:5:1 DCM/MeOH/glacial acetic acid to yield the desired compound (0.007 g, 0.0124 mmol, 70.0% yield). MS (apci) m/z=535.1 (M+H).

후처리

  1. concentrationThe reaction was concentrated
  2. additiondiluted with water
  3. extractionextracted twice with EtOAc
  4. dry with materialThe combined organic layers were dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe crude material was purified by silica gel preparative thin-layer chromatography
  8. washeluting with 95:5:1 DCM/MeOH/glacial acetic acid

출처 및 근거

ORD 기록
ord-c936bd3a07794d80a0909a25a386556f
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785445B2

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