3-Chlorobenzoic Acid → HCID 178478055, 화합물

HRID 1678012노트

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HRID 1678012 반응식
[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

참가 물질

4

반응물 3

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

생성물 1

HCID 178478055HCID 178478055, 화합물수율 99.8%

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온도
100 °C

실험 절차

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: R.=1.59 min, ES+ 265.0 (FA standard).

후처리

  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)

출처 및 근거

ORD 기록
ord-d498b66c1707412d8b175e6e858c49ab
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08008307B2

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