Methanol → HCID 178508379, 화합물

HRID 1927248노트

반응식

HRID 1927248 반응식
CO.[CH2:3]([O:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]([NH:20][NH2:21])=O)=[CH:13][CH:12]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[NH2:22][C:23]1[C:28]([C:29]#[N:30])=[CH:27][CH:26]=[CH:25][N:24]=1.C[O-].[Na+].CO>C(OCC)(=O)C.O>[CH2:3]([O:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]2[NH:30][C:29]([C:28]3[C:23]([NH2:22])=[N:24][CH:25]=[CH:26][CH:27]=3)=[N:21][N:20]=2)=[CH:13][CH:12]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

참가 물질

7

반응물 4

HCID 887MethanolHCID 8182592-Amino-3-cyanopyridineHCID 23694274Sodium methanolate methanolHCID 59287387(4-Benzyloxy-phenyl)-acetic acid hydrazide

생성물 1

HCID 178508379HCID 178508379, 화합물수율 1.1%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

To a methanol (10 mL) solution of 4-benzyloxy-phenylacetic acid hydrazide (200 mg) described in Manufacturing Example 15-1 were added 2-amino-3-cyanopyridine (92 mg) and 28% sodium methoxide-methanol solution (30 mg), which was stirred for 14 hours under heating and reflux. Water and ethyl acetate were added to the reaction solution, and then the organic layer was extracted. The organic layer was washed with water and saturated brine, then dried over anhydrous magnesium sulfate and filtered, after which the filtrate was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:heptane=1:5) to obtain the titled compound (3 mg).

후처리

  1. temperatureunder heating
  2. temperaturereflux
  3. extractionthe organic layer was extracted
  4. washThe organic layer was washed with water and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customafter which the filtrate was evaporated under a reduced pressure
  8. customThe residue was purified by silica gel column chromatography (ethyl acetate:heptane=1:5)

출처 및 근거

ORD 기록
ord-f9b378c1de824eaf995d10665e2b3265
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08183264B2

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