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Benzyl Bromide → Benzyl 4-(benzyloxy)-2-(1H-pyrazol-1-yl)pyrimidine-5-carboxylate

HRID 1470303
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HRID 1470303 반응식
[OH:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[CH:6][N:5]=[C:4]([N:11]2[CH:15]=[CH:14][CH:13]=[N:12]2)[N:3]=1.C([O-])([O-])=O.[K+].[K+].[CH2:22](Br)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>CN(C=O)C.O>[CH2:22]([O:1][C:2]1[C:7]([C:8]([O:10][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:9])=[CH:6][N:5]=[C:4]([N:11]2[CH:15]=[CH:14][CH:13]=[N:12]2)[N:3]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1
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참가 물질

6

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 178524762HCID 178524762, 화합물

생성물 1

HCID 67459462Benzyl 4-(benzyloxy)-2-(1H-pyrazol-1-yl)pyrimidine-5-carboxylate

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

To a solution of 4-hydroxy-2-(1H-pyrazol-1-yl)pyrimidine-5-carboxylic acid, 2-c, (1 g, 4.85 mmol) in DMF (40 ml) was added K2CO3 (2.34 g, 16.98 mmol) and benzyl bromide (1.83 g, 10.67 mmol). The mixture was heated at 70° C. for 16 hours. The solution was then cooled to room temperature and diluted with water followed by extraction with ethyl acetate. The combined organic layer was washed with water, dried over sodium sulfate and concentrated under vacuum to provide the crude product, 2-d, as a solid (1.2 g).

후처리

  1. temperatureThe solution was then cooled to room temperature
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe combined organic layer was washed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-6afbb78f902c4bcc86e2da876f358fc6
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09006433B2

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