Diethyl Ether → HCID 178441842、化合物

HRID 1654144ノート

反応式

HRID 1654144 の反応式
[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]

参加物

6

反応物 3

HCID 3283Diethyl EtherHCID 178418573HCID 178418573、化合物HCID 178441861methyl 2-butyl-4-oxo-1H-quinazoline-6-carboxylate

生成物 1

HCID 178441842HCID 178441842、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

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 ml 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.

後処理

  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

出典と根拠

ORDレコード
ord-ff5c403a1236475395a40efe2a3d5222
出典データセット
uspto-grants-1995_04
特許番号
US05405849

反応ノート

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