Ethyl Acetate → HCID 72721606, 화합물

HRID 2280426노트

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HRID 2280426 반응식
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.Cl.[NH2:10][C:11]1[C:16]([CH3:17])=[CH:15][C:14](/[CH:18]=[CH:19]/[C:20]#[N:21])=[CH:13][C:12]=1[CH3:22].C(N(CC)C(C)C)(C)C.C(OCC)(=O)C>O>[Cl:1][C:2]1[N:7]=[C:6]([NH:10][C:11]2[C:16]([CH3:17])=[CH:15][C:14](/[CH:18]=[CH:19]/[C:20]#[N:21])=[CH:13][C:12]=2[CH3:22])[CH:5]=[CH:4][N:3]=1

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 775312,4-DichloropyrimidineHCID 81531DiisopropylethylamineHCID 68291229(2E)-3-(4-Amino-3,5-dimethylphenyl)prop-2-enenitrile--hydrogen chloride (1/1)

생성물 1

HCID 72721606HCID 72721606, 화합물수율 78.5%

시약·촉매·용매 1

HCID 962Water용매

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온도
145 °C

실험 절차

To a mixture of 2,4-dichloropyrimidine (25 gm) and (E)-3-(4-amino-3,5-dimethylphenyl)acrylonitrile hydrochloride (28 gm) was added N,N-diisopropylethylamine (250 ml) under stirring. The mixture was then heated to 140 to 150° C. and stirred for 55 to 60 hours. The solution was then cooled to room temperature and the solvent was distilled off under reduced pressure to provide a residual solid. To the residual solid was added ethyl acetate (1500 ml) and water (1000 ml). The reaction mass was stirred for 30 minutes at room temperature and then the layers were separated. The organic layer was dried with sodium sulfate and then concentrates to provide 30 gm of (E)-3-(4-(2-chloropyrimidin-4-ylamino)-3,5-dimethylphenyl)acrylonitrile.

후처리

  1. stirringstirred for 55 to 60 hours
  2. temperatureThe solution was then cooled to room temperature
  3. distillationthe solvent was distilled off under reduced pressure
  4. customto provide a residual solid
  5. stirringThe reaction mass was stirred for 30 minutes at room temperature
  6. customthe layers were separated
  7. dry with materialThe organic layer was dried with sodium sulfate

출처 및 근거

ORD 기록
ord-27f820c4879c4be693fb42f8fd93ab1e
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09139535B2

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