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Triethylamine → 2-Chloro-4-(2-hydroxy-2-methylpropylamino)pyrimidine-5-carboxylic acid fluoride

HRID 871875
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HRID 871875 반응식
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][C:10]([OH:13])([CH3:12])[CH3:11])[C:5]([C:14]([OH:16])=O)=[CH:4][N:3]=1.C(N(CC)CC)C.N1C(F)=NC(F)=NC=1[F:26]>ClCCl>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][C:10]([OH:13])([CH3:12])[CH3:11])[C:5]([C:14]([F:26])=[O:16])=[CH:4][N:3]=1
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 12664Cyanuric fluorideHCID 866731432-Chloro-4-(2-hydroxy-2-methylpropylamino)pyrimidine-5-carboxylic acid

생성물 1

HCID 891066152-Chloro-4-(2-hydroxy-2-methylpropylamino)pyrimidine-5-carboxylic acid fluoride수율 96.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution containing 12.64 g (51.45 mmol) of the acid prepared in step 17.1 and 7.89 mL (56.60 mmol) of triethylamine in 250 mL of dichloromethane are added 6.51 mL (77.18 mmol) of cyanuric fluoride. The mixture is stirred at room temperature overnight and the solution is diluted with 590 mL of CH2Cl2 and 190 mL of ice-cold aqueous NaHCO3. The organic phase is washed twice with 250 mL of ice-cold aqueous NaHCO3 and dried over MgSO4. The solvent is then evaporated off under reduced pressure. 12.3 g of the expected product are obtained in the form of a yellow oil that solidifies slowly, and which is used as obtained in the following step. Yield=96%.

후처리

  1. washThe organic phase is washed twice with 250 mL of ice-cold aqueous NaHCO3
  2. dry with materialdried over MgSO4
  3. customThe solvent is then evaporated off under reduced pressure

출처 및 근거

ORD 기록
ord-c1e7504816b04ea6a5e095e0a6f2a2cd
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08975250B2

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