Water → 6-(2,6-Dichlorophenyl)-N2-phenyl-pyrido[2,3-d]-pyrimidine-2,7-diamine

HRID 3447

반응식

HRID 3447 반응식
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:5]=1[CH2:11][C:12]#[N:13].[NH2:14][C:15]1[C:20]([CH:21]=O)=[CH:19][N:18]=[C:17]([NH:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[N:16]=1.O>C(OCCO)C>[Cl:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:5]=1[C:11]1[C:12]([NH2:13])=[N:14][C:15]2[N:16]=[C:17]([NH:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[N:18]=[CH:19][C:20]=2[CH:21]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 76678(2,6-Dichlorophenyl)acetonitrileHCID 183753114-Amino-2-phenylamino-pyrimidine-5-carboxaldehyde

생성물 1

HCID 702851636-(2,6-Dichlorophenyl)-N2-phenyl-pyrido[2,3-d]-pyrimidine-2,7-diamine수율 68.4%

시약·촉매·용매 1

HCID 8076Glycol monoethyl ether용매

실험 절차

To a solution of 0.022 g 60% sodium hydride suspension in 2.00 mL of 2-ethoxyethanol was added 0.46 g of 2,6-dichlorophenylacetonitrile and 0.50 g of 4-amino-2-phenylamino-pyrimidine-5-carboxaldehyde from Example 72. The reaction was refluxed for 4 hours, cooled, poured into water, and extracted several times with dichloromethane. The dichloromethane washes were combined, washed with saturated sodium chloride, dried with magnesium sulfate, and concentrated in vacuo. The residue was washed with diethyl ether to give 0.61 g of the title compound, CIMS (1% NH3 in CH4): 410=M+ +C2H5, 382=M+ +H, 381=M+.

후처리

  1. temperatureThe reaction was refluxed for 4 hours
  2. temperaturecooled
  3. extractionextracted several times with dichloromethane
  4. washwashed with saturated sodium chloride
  5. dry with materialdried with magnesium sulfate
  6. concentrationconcentrated in vacuo
  7. washThe residue was washed with diethyl ether

출처 및 근거

ORD 기록
ord-32214df9473647ba998abcb895c010fa
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733913

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