3-Hydroxybenzenethiol → 3-(2-Fluoro-3-aminobenzyl)-7-mercapto-4-methyl-2-oxo-2H-1-benzopyran

HRID 1046798노트

반응식

HRID 1046798 반응식
[OH:1][C:2]1[CH:3]=[C:4]([SH:8])[CH:5]=[CH:6][CH:7]=1.C([O:11][C:12](=O)[CH:13]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([NH2:24])[C:19]=1[F:25])[C:14](=O)[CH3:15])C>O>[F:25][C:19]1[C:20]([NH2:24])=[CH:21][CH:22]=[CH:23][C:18]=1[CH2:17][C:13]1[C:12](=[O:11])[O:1][C:2]2[CH:3]=[C:4]([SH:8])[CH:5]=[CH:6][C:7]=2[C:14]=1[CH3:15]

참가 물질

4

반응물 2

HCID 27366133-HydroxybenzenethiolHCID 668603532-(2-Fluoro-3-aminobenzyl)-3-oxobutanoic acid ethyl ester

생성물 1

HCID 591393233-(2-Fluoro-3-aminobenzyl)-7-mercapto-4-methyl-2-oxo-2H-1-benzopyran수율 6.3%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

152 mg (1.21 mmol) of 3-hydroxy-benzenethiol and 153 mg (0.60 mmol) of 2-(2-fluoro-3-aminobenzyl)-3-oxobutanoic acid ethyl ester were added to polyphosphoric acid (6g), and the mixture was stirred and heated at 70° C. for 2.5 hours. Water was then added to the reaction mixture, and the precipitated solid was filtered out. The obtained solid was purified by silica gel column chromatography (dichloromethane:methanol=50:1 to 20:1) to yield 12 mg (1%) of compound 5d-0-4S1 as a pale yellow powder.

후처리

  1. filtrationthe precipitated solid was filtered out
  2. customThe obtained solid was purified by silica gel column chromatography (dichloromethane:methanol=50:1 to 20:1)

출처 및 근거

ORD 기록
ord-59a1bb0d72bd4506a149e8093baf6f6e
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569378B2

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