Potassium Carbonate → 4-Chloro-2-cyclopropyl-6-(3-fluoro-azetidin-1-yl)-pyrimidine

HRID 1984310ノート

反応式

HRID 1984310 の反応式
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([CH:9]2[CH2:11][CH2:10]2)[N:3]=1.Cl.[F:13][CH:14]1[CH2:17][NH:16][CH2:15]1.C(=O)([O-])[O-].[K+].[K+]>COCC(O)C>[Cl:8][C:6]1[CH:7]=[C:2]([N:16]2[CH2:17][CH:14]([F:13])[CH2:15]2)[N:3]=[C:4]([CH:9]2[CH2:11][CH2:10]2)[N:5]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 101250543-fluoroazetidine HydrochlorideHCID 249036874,6-Dichloro-2-cyclopropylpyrimidine

生成物 1

HCID 101491454-Chloro-2-cyclopropyl-6-(3-fluoro-azetidin-1-yl)-pyrimidine収率 92.6%

試薬・触媒・溶媒 1

HCID 79001-Methoxy-2-propanol溶媒

反応条件

温度
65 °C

実験手順

A mixture of 4,6-dichloro-2-cyclopropylpyrimidine 19 (1.05 g, 5.5 mmol), 3-fluoroazetidine hydrochloride 162 (0.68 g, 6 mmol) and potassium carbonate (2.48 g, 18 mmol) in 1-methoxy-2-propanol (10 ml) is heated at 65° C. for 2 hours. The mitre is cooled, concentrated in vacuo, diluted with dichloromethane and washed three times with water. The combined organic layers are dried over magnesium sulfate and concentrated in vacuo to afford 4-chloro-2-cyclopropyl-6-(3-fluoro-azetidin-1-yl)-pyrimidine 163 (1.16 g, 92%) as a yellow oil which is used in the next step without further purification.

後処理

  1. temperatureThe mitre is cooled
  2. concentrationconcentrated in vacuo
  3. additiondiluted with dichloromethane
  4. washwashed three times with water
  5. dry with materialThe combined organic layers are dried over magnesium sulfate
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d748d46600664003a6b506f0638c3878
出典データセット
uspto-grants-2009_06
特許番号
US07544675B2

反応ノート

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