3-Chlorobenzoic Acid → HCID 178478055、化合物

HRID 1747674ノート

反応式

HRID 1747674 の反応式
[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH2:8])[C:3]=1[NH2:9].[Cl:10][C:11]1[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=1)[C:14](O)=O.P(Cl)(Cl)(Cl)=O>>[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[C:3]=1[N:9]=[C:14]([C:13]1[CH:17]=[CH:18][CH:19]=[C:11]([Cl:10])[CH:12]=1)[NH:8]2

参加物

4

反応物 3

HCID 4473-Chlorobenzoic AcidHCID 24813Phosphorus oxychlorideHCID 780104,5-Pyrimidinediamine, 6-chloro-

生成物 1

HCID 178478055HCID 178478055、化合物収率 99.8%

反応条件

温度
100 °C

実験手順

To a mixture of 6-Chloro-4,5-diaminopyrimidine (0.70 g, 4.84 mmol) and 3-chlorobenzoic acid (0.76 g, 4.84 mmol) in the flask was added phosphoryl chloride (40.0 mL), and the resulting mixture was stirred for 16 h at 100° C. The reaction mixture was evaporated to remove excess phosphoryl chloride, and the residue was added to water (20 mL). The precipitate was filtered and purified by flash chromatography (0 to 5% Methanol/DCM) to afford the title compound (1.28 g, 31%) as a yellow solid. LC/MS: Rt=1.59 min, ES+ 265.0 (FA standard).

後処理

  1. customThe reaction mixture was evaporated
  2. customto remove excess phosphoryl chloride
  3. additionthe residue was added to water (20 mL)
  4. filtrationThe precipitate was filtered
  5. custompurified by flash chromatography (0 to 5% Methanol/DCM)

出典と根拠

ORDレコード
ord-3bf007ba8a8e4af39caa603ce1d0f598
出典データセット
uspto-grants-2015_10
特許番号
US09150525B2

反応ノート

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