Sodium Carbonate → 4-Pivaloylamino-6-chloro-2-ethylaminopyrimidine

HRID 993251노트

반응식

HRID 993251 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([NH:9][CH2:10][CH3:11])[N:3]=1.[C:12](Cl)(=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14].C([O-])([O-])=O.[Na+].[Na+]>CCN(CC)CC>[C:12]([NH:1][C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([NH:9][CH2:10][CH3:11])[N:3]=1)(=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14]

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 62493Pivaloyl chloride2회HCID 234355296-Chloro-N2-ethylpyrimidine-2,4-diamine

생성물 1

HCID 234354844-Pivaloylamino-6-chloro-2-ethylaminopyrimidine

시약·촉매·용매 1

HCID 8471Triethylamine용매2회

실험 절차

A mixture of the pyrimidine 6-2 (3.76 g, 21.8 mmol), pivaloyl chloride (10.7 mL, 87 mmol), Et3N (15.2 mL, 109 mmol) and TBF (80 mL) was stirred at room temperature for 24 hours. A further 3 mL of pivaloyl chloride and 4 mL of Et3N was added and the mixture stirred for another 24 hours. The solution was poured into saturated Na2CO3, extracted twice with EtOAc, washed with brine, dried (MgSO4) and filtered through a pad of silica gel. Removal of the solvent afforded an orange solid. Trituration with ether/hexane (˜20: 1) and filtration provided the title compound 6-3 as a white solid.

후처리

  1. stirringthe mixture stirred for another 24 hours
  2. extractionextracted twice with EtOAc
  3. washwashed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered through a pad of silica gel
  6. customRemoval of the solvent
  7. customafforded an orange solid
  8. filtrationTrituration with ether/hexane (˜20: 1) and filtration

출처 및 근거

ORD 기록
ord-f322234f19ad416ab4efedefa760118a
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06472403B2

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