Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → (5-[(2,6-Difluoro-3,5-dimethoxy-phenylimino)-methyl]-2-methylsulfanyl-pyrimidin-4-yl)-ethyl-amine

HRID 459950ノート

反応式

HRID 459950 の反応式
[F:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([O:10][CH3:11])=[C:4]([F:12])[C:3]=1[NH2:13].[CH2:14]([NH:16][C:17]1[C:22]([CH:23]=O)=[CH:21][N:20]=[C:19]([S:25][CH3:26])[N:18]=1)[CH3:15].C12(CS(O)(=O)=O)C(C)(C)C(CC1)CC2=O>C1(C)C=CC=CC=1>[F:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([O:10][CH3:11])=[C:4]([F:12])[C:3]=1[N:13]=[CH:23][C:22]1[C:17]([NH:16][CH2:14][CH3:15])=[N:18][C:19]([S:25][CH3:26])=[N:20][CH:21]=1

参加物

5

反応物 3

HCID 18462Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 102618922,6-Difluoro-3,5-dimethoxybenzenamineHCID 107504444-(Ethylamino)-2-(methylthio)pyrimidine-5-carbaldehyde

生成物 1

HCID 18444815(5-[(2,6-Difluoro-3,5-dimethoxy-phenylimino)-methyl]-2-methylsulfanyl-pyrimidin-4-yl)-ethyl-amine

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

In a 500-mL round bottom flask, 3.00 g (15.86 mmol) of 2,6-difluoro-3,5-dimethoxy-phenylamine and 3.13 g (15.86 mmol) of 4-ethylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde in 150 mL of toluene with 1.11 g (4.76 mmol) of camphorsulfonic acid was fitted with a Dean Stark trap and heated at reflux. During the day, the toluene was drained 3 times from the finger, replenished with 100 mL of the solvent and continued heating at reflux under nitrogen atmosphere overnight. The toluene was concentrated in vacuo and dried to give 7.19 g (quantitative) of the title compound. No further purification was necessary. MS (APCI) (m+1)/z 369.1.

後処理

  1. temperatureheated
  2. temperatureat reflux
  3. temperaturecontinued heating
  4. temperatureat reflux under nitrogen atmosphere overnight
  5. concentrationThe toluene was concentrated in vacuo
  6. customdried

出典と根拠

ORDレコード
ord-02b9c45d8b1840fd81c7ef9f9f0a5932
出典データセット
uspto-grants-2007_03
特許番号
US07196090B2

反応ノート

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