Phosphorus oxychloride → 5-Benzyl-4-chloro-6-methylpyrimidin-2-amine

HRID 965681

반응식

HRID 965681 반응식
[NH2:1][C:2]1[N:7]=[C:6](O)[C:5]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:4]([CH3:16])[N:3]=1.P(Cl)(Cl)([Cl:19])=O>>[CH2:9]([C:5]1[C:6]([Cl:19])=[N:7][C:2]([NH2:1])=[N:3][C:4]=1[CH3:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 178433370HCID 178433370, 화합물

생성물 1

HCID 8202385-Benzyl-4-chloro-6-methylpyrimidin-2-amine수율 53.7%

반응 조건

온도
90 °C

실험 절차

A mixture of 2-amino-5-benzyl-6-methylpyrimidine-4-ol (1.2 g, 5.57 mmol) and phosphorous oxychloride (9 ml) was kept to warm at 90° C. for 6 hours. The reaction mixture was concentrated in vacuo. Ice-water was added to the residue and an aqueous ammonia was cautiously added thereto. The solution was extracted with chloroform. The organic layer was washed with saturated brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography (chloroform:ethyl acetate=8:2) to give the object compound (700 mg, 53.7%).

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionIce-water was added to the residue
  3. additionan aqueous ammonia was cautiously added
  4. extractionThe solution was extracted with chloroform
  5. washThe organic layer was washed with saturated brine
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated in vacuo
  8. customThe residue was purified by silica gel column chromatography (chloroform:ethyl acetate=8:2)

출처 및 근거

ORD 기록
ord-c7619397166e40999cbc96988d58f78b
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06951866B2

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