Dimethylformamide dimethyl acetal → HCID 86658932、化合物

HRID 1950777ノート

反応式

HRID 1950777 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:11][C:12]2[C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:16]([CH3:23])[N:15]=[C:14]([S:24][CH3:25])[N:13]=2)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.CO[CH:28](OC)[N:29]([CH3:31])[CH3:30]>CN(C=O)C.C(Cl)Cl.O>[CH3:10][O:9][C:7]1[CH:6]=[C:5]([NH:11][C:12]2[C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:16](/[CH:23]=[CH:28]/[N:29]([CH3:31])[CH3:30])[N:15]=[C:14]([S:24][CH3:25])[N:13]=2)[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=1

参加物

6

反応物 2

HCID 78373Dimethylformamide dimethyl acetalHCID 66984909HCID 66984909、化合物

生成物 1

HCID 86658932HCID 86658932、化合物収率 102%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
130 °C

実験手順

To the solution of ethyl 4-(3,5-dimethoxyphenylamino)-6-methyl-2(methylthio)pyrimidine-5-carboxylate (2.7 g, 7.4 mmol) in 30 mL DMF was added N,N-dimethylformamide dimethylacetal (1.58 mL, 11.1 mmol). The reaction mixture was stirred at 130° C. for 2 hour. After monitoring the reaction by TLC was cooled to room temperature, then the mixture was diluted with DCM and water. After extracted three times by DCM from the aqueous layer, the combined organic layer was dried over MgSO4. The solution was condensed under reduced pressure yielding crude mixture (3.16 g). The mixture was used for the next step without further purification.

後処理

  1. customthe reaction by TLC
  2. temperaturewas cooled to room temperature
  3. extractionAfter extracted three times by DCM from the aqueous layer
  4. dry with materialthe combined organic layer was dried over MgSO4
  5. customcondensed under reduced pressure

出典と根拠

ORDレコード
ord-827148eb60c549d1b78e96cf0765cc2e
出典データセット
uspto-grants-2013_03
特許番号
US08404677B2

反応ノート

読み込み中…