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Sodium Hydroxide → 7-Chloro-2-cyclopropylpyrazolo[1,5-a]pyrimidine

HRID 1951284
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HRID 1951284 반응식
[CH:1]1([C:4]2[CH:13]=[C:7]3[N:8]=[CH:9][CH:10]=[C:11](O)[N:6]3[N:5]=2)[CH2:3][CH2:2]1.P(Cl)(Cl)([Cl:16])=O.[OH-].[Na+].C([O-])(O)=O.[Na+]>>[Cl:16][C:11]1[N:6]2[N:5]=[C:4]([CH:1]3[CH2:3][CH2:2]3)[CH:13]=[C:7]2[N:8]=[CH:9][CH:10]=1
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참가 물질

5

반응물 4

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 178516372HCID 178516372, 화합물

생성물 1

HCID 846651637-Chloro-2-cyclopropylpyrazolo[1,5-a]pyrimidine

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온도
100 °C

실험 절차

A mixture of 2-cyclopropylpyrazolo[1,5-a]pyrimidin-7-ol (0.400 g, 2.28 mmol) and phosphorous oxychloride (4.26 ml, 45.7 mmol) in a resealable tube was heated to 100° C. After 4 hrs the solution was cooled to RT and slowly poured onto ice. The mixture was made basic using 2 N NaOH and saturated NaHCO3 and extracted with EtOAc. The combined organic fractions were washed with brine and dried with sodium sulfate. The organic phase solution was passed over a plug of silica gel and concentrated in vacuo to afford 7-chloro-2-cyclopropylpyrazolo[1,5-a]pyrimidine as a brown oil that was advanced without further purification. MS: Found M+H+=194.1.

후처리

  1. temperatureAfter 4 hrs the solution was cooled to RT
  2. additionslowly poured onto ice
  3. extractionextracted with EtOAc
  4. washThe combined organic fractions were washed with brine
  5. dry with materialdried with sodium sulfate
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-5369682248384537b96b7bcde7bb6870
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08404694B2

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