Hydrochloric Acid → HCID 23125711、化合物

HRID 1820917ノート

反応式

HRID 1820917 の反応式
[C:1]([O:9][CH3:10])(=[O:8])[CH2:2][CH2:3][CH2:4][C:5]([O-:7])=O.S(Cl)(Cl)=O.[NH2:15][C:16]1[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[O:18][C:17]=1[C:25]([NH:27][C:28]1[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][N:29]=1)=[O:26].Cl>C(Cl)(Cl)Cl.CN(C)C=O.N1C=CC=CC=1>[Cl:34][C:31]1[CH:32]=[CH:33][C:28]([NH:27][C:25]([C:17]2[O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[C:16]=2[NH:15][C:5](=[O:7])[CH2:4][CH2:3][CH2:2][C:1]([O:9][CH3:10])=[O:8])=[O:26])=[N:29][CH:30]=1

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 24386Thionyl ChlorideHCID 69931945-Methoxy-5-oxopentanoateHCID 23062590HCID 23062590、化合物

生成物 1

HCID 23125711HCID 23125711、化合物収率 85.2%

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide触媒HCID 1049Pyridine溶媒HCID 6212Chloroform溶媒

実験手順

Monomethyl glutarate (3.32 g) is dissolved in chloroform (50 ml) and thereto are added thionyl chloride (1.75 ml) and N,N-dimethylformamide (one drop). After stirring for 1.5 hours at the same temperature, the reaction solution is cooled, and thereto are added 3-amino-N-(5-chloropyridin-2-yl)benzofuran-2-carboxamide (5.00 g) obtained in Reference Example 80 and pyridine (7.0 ml). After stirring for 2.5 hours at room temperature, the reaction solution is poured into 5% hydrochloric acid and extracted with chloroform. The organic layer is washed successively with saturated brine, a saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over sodium sulfate, and evaporated to remove the solvent under reduced pressure. The resulting residue is suspended in diisopropyl ether and the precipitates are collected by filtration to give methyl 5-[(2-{[(5-chloropyridin-2-yl)amino]carbonyl}benzofuran-3-yl)amino]-5-oxopentanoate (6.16 g). APCI-MS M/Z:416/418[M+H]+

後処理

  1. temperaturethe reaction solution is cooled
  2. stirringAfter stirring for 2.5 hours at room temperature
  3. extractionextracted with chloroform
  4. washThe organic layer is washed successively with saturated brine
  5. dry with materiala saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over sodium sulfate
  6. customevaporated
  7. customto remove the solvent under reduced pressure
  8. filtrationthe precipitates are collected by filtration

出典と根拠

ORDレコード
ord-c3542a4506fc4137b0d2af184aa3883b
出典データセット
uspto-grants-2009_10
特許番号
US07605158B2

反応ノート

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