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

HRID 38213

反応式

HRID 38213 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-6bcc1139f9224011bd5c597b37e59a37
出典データセット
uspto-grants-2013_09
特許番号
US08524724B2

関連ノート

読み込み中…