Diethyl Ether → HCID 178441842, 화합물

HRID 1974931노트

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HRID 1974931 반응식
[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10](C(OC)=O)=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4].[CH3:20][Mg]Br.C([O:25][CH2:26][CH3:27])C>O1CCCC1.O>[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([C:26]([OH:25])([CH3:27])[CH3:20])=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4]

참가 물질

6

반응물 3

HCID 3283Diethyl EtherHCID 178418573HCID 178418573, 화합물HCID 178441861methyl 2-butyl-4-oxo-1H-quinazoline-6-carboxylate

생성물 1

HCID 178441842HCID 178441842, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

To a solution of 0.075 g of methyl 2-butyl-1,4-dihydro-4-oxo-6-quinazolinecarboxylate in 5 ml of dry tetrahydrofuran, cooled to 0° C., is added dropwise 0.51 mol of a solution of 3.0M methylmagnesium bromide in diethyl ether. The reaction is stirred at 0° C. for 0.5 hours and then at room temperature for 1 hour followed by quenching with 10 ml of saturated ammonium chloride solution. The resulting reaction mixture is diluted with 10 ml of water and extracted with ethyl acetate. The combined organics are dried over magnesium sulfate, filtered and concentrated in vacuo. The residue is purified by flash chromatography on silica gel, eluting with 100:0.25 chloroform-methanol to yield 0.055 g of the desired product as a white solid, m.p. 190°-192° C.

후처리

  1. waitat room temperature for 1 hour followed
  2. customby quenching with 10 ml of saturated ammonium chloride solution
  3. customThe resulting reaction mixture
  4. extractionextracted with ethyl acetate
  5. dry with materialThe combined organics are dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe residue is purified by flash chromatography on silica gel
  9. washeluting with 100:0.25 chloroform-methanol

출처 및 근거

ORD 기록
ord-30d5373eef9445198b93aad9dbd3fcbb
출처 데이터셋
uspto-grants-1994_02
특허 번호
US05284852

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