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

HRID 3447

反応式

HRID 3447 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8076Glycol monoethyl ether溶媒

実験手順

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+.

後処理

  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

出典と根拠

ORDレコード
ord-32214df9473647ba998abcb895c010fa
出典データセット
uspto-grants-1998_03
特許番号
US05733913

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