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Potassium Carbonate → Pyrimidine, 2-ethynyl-4-methoxy- (9CI)

HRID 1500742
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HRID 1500742 반응식
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[CH3:19][O:20][C:21]1[CH:26]=[CH:25][N:24]=[C:23]([C:27]#[C:28][Si](C)(C)C)[N:22]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1.C(O)(=O)C>[C:27]([C:23]1[N:22]=[C:21]([O:20][CH3:19])[CH:26]=[CH:25][N:24]=1)#[CH:28]
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참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 2724141Tetrabutylammonium FluorideHCID 10375706HCID 10375706, 화합물

생성물 1

HCID 10011938Pyrimidine, 2-ethynyl-4-methoxy- (9CI)수율 85%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 8028Tetrahydrofuran
용매
2회

실험 절차

Tetrabutylammonium fluoride (0.97 mL of a 1M solution in tetrahydrofuran, 0.97 mmol) was added to a stirred solution of 4-methoxy-2-[(trimethylsilyl)ethynyl]pyrimidine (Preparation 1a, 0.20 g, 0.97 mmol) in tetrahydrofuran (1.4 mL) and acetic acid (56 pt) at room temperature. After 5 minutes, 10% aqueous potassium carbonate solution was added to the reaction mixture and the mixture was extracted with dichloromethane. The organic layer was separated, dried (MgSO4) and evaporated. Purification of the residue by flash chromatography (dichloromethane) gave the title compound (0.11 g, 85%) as a pale orange solid.

후처리

  1. extractionthe mixture was extracted with dichloromethane
  2. customThe organic layer was separated
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customPurification of the residue by flash chromatography (dichloromethane)

출처 및 근거

ORD 기록
ord-9ab85e8e7cdb4923a58090db0032f309
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09206183B2

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