Trimethyl orthovalerate → HCID 69506740、化合物

HRID 2366727ノート

反応式

HRID 2366727 の反応式
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[NH:12][CH2:13][C:14]([CH3:21])([CH3:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:9][CH:8]=[CH:7][CH:6]=2.[C:22](OC)(OC)(OC)[CH2:23][CH2:24][CH2:25][CH3:26].C(OC)(OC)(OC)CCC.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>>[CH2:23]([C:22]1[N:12]([CH2:13][C:14]([CH3:20])([CH3:21])[C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:11]2[C:10]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[N:4]=[CH:3][C:2]=2[N:1]=1)[CH2:24][CH2:25][CH3:26]

参加物

5

反応物 4

HCID 83755Trimethyl orthovalerate2 回HCID 1235121,1,1-TrimethoxybutaneHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 57447056HCID 57447056、化合物

生成物 1

HCID 69506740HCID 69506740、化合物

実験手順

Ethyl 3-(3-aminoquinolin-4-ylamino)-2,2-dimethylpropanoate (see Example 26 Parts A through D, 9.0 g, 31.3 mmol) was treated according to a modification of the method described in Part B of Example 8 using trimethyl orthovalerate in lieu of trimethyl orthobutyrate. Prior to the addition of trimethyl orthovalerate (6.1 mL, 35 mmol) and pyridinium p-toluenesulfonate (0.050 g), the reaction was heated at reflux for 15 minutes and then cooled slightly. The reaction was heated at reflux for five hours, allowed to cool to ambient temperature, stirred overnight, and concentrated under reduced pressure to provide 11.2 g of ethyl 3-(2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)-2,2-dimethylpropanoate.

後処理

  1. additionwas treated
  2. temperaturethe reaction was heated
  3. temperatureat reflux for 15 minutes
  4. temperaturecooled slightly
  5. temperatureThe reaction was heated
  6. temperatureat reflux for five hours
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-a73e0d67db6149efa61dd8c8aba3282b
出典データセット
uspto-grants-2014_04
特許番号
US08697873B2

反応ノート

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