Triethylamine → (R)-2-(2-chloro-5-iodopyrimidine-4-ylamino)propan-1-ol

HRID 38213

반응식

HRID 38213 반응식
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([I:9])=[CH:4][N:3]=1.C(N(CC)CC)C.[NH2:17][C@H:18]([CH3:21])[CH2:19][OH:20]>C(#N)C.C(OCC)(=O)C>[Cl:1][C:2]1[N:7]=[C:6]([NH:17][C@H:18]([CH3:21])[CH2:19][OH:20])[C:5]([I:9])=[CH:4][N:3]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 80308(R)-(-)-2-Amino-1-propanolHCID 2634382,4-Dichloro-5-iodopyrimidine

생성물 1

HCID 59550865(R)-2-(2-chloro-5-iodopyrimidine-4-ylamino)propan-1-ol수율 88%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 2,4-dichloro-5-iodopyrimidine (3.0 g; 10.9 mol) in acetonitrile (35 mL) was added triethylamine (1.32 g, 1.82 mL, 13.1 mmol), followed by (R)-2-aminopropanol (0.88 g, 11.8 mmol). The mixture was stirred at room temperature for 24 h and was then diluted with ethyl acetate, followed by extraction with brine, 10% aqueous citric acid, and aqueous sodium bicarbonate. After drying over sodium sulfate, the solvent was evaporated and the residue was purified by column chromatography to give the title compound (3.0 g, 88% yield).

후처리

  1. extractionfollowed by extraction with brine, 10% aqueous citric acid, and aqueous sodium bicarbonate
  2. dry with materialAfter drying over sodium sulfate
  3. customthe solvent was evaporated
  4. customthe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-6bcc1139f9224011bd5c597b37e59a37
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524724B2

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