1-Naphthoic acid → HCID 178478392、化合物

HRID 1747594

反応式

HRID 1747594 の反応式
[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH2:8])[C:3]=1[NH2:9].[C:10]1([C:20](O)=O)[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12][CH:11]=1.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:20]([C:10]1[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]=[CH:12][CH:11]=1)[NH:8]2

参加物

4

反応物 3

HCID 68471-Naphthoic acidHCID 24813Phosphorus oxychlorideHCID 780104,5-Pyrimidinediamine, 6-chloro-

生成物 1

HCID 178478392HCID 178478392、化合物収率 80.4%

反応条件

温度
110 °C

実験手順

A mixture of 6-chloro-4,5-diaminopyrimidine (519 mg, 0.00359 mol) and 1-naphthalenecarboxylic acid (618 mg, 0.00359 mol) in phosphoryl chloride (2.0 mL, 0.021 mol) was heated at 110° C. under an atmosphere of nitrogen for 5.5 hours. The reaction was cooled and the residue was washed several times with ether. The residue was dissolved in CH2Cl2 and aqueous NaHCO3. The layers were separated and the aqueous was extracted with EtOAc (1×) and CH2Cl2 (1×). The combined organics were washed with saturated aqueous NaHCO3, brine, dried (Na2SO4), filtered, and collected in vacuo to obtain 810 mg (80%) of an orange solid. LC/MS: Rt=1.68 min, ES+ 261 (FA standard).

後処理

  1. temperatureThe reaction was cooled
  2. washthe residue was washed several times with ether
  3. dissolutionThe residue was dissolved in CH2Cl2
  4. customThe layers were separated
  5. extractionthe aqueous was extracted with EtOAc (1×) and CH2Cl2 (1×)
  6. washThe combined organics were washed with saturated aqueous NaHCO3, brine
  7. dry with materialdried (Na2SO4)
  8. filtrationfiltered
  9. customcollected in vacuo

出典と根拠

ORDレコード
ord-949edd3597534b8399f6685b078db29c
出典データセット
uspto-grants-2015_10
特許番号
US09150525B2

関連ノート

読み込み中…