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

HRID 1984310노트

반응식

HRID 1984310 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 79001-Methoxy-2-propanol용매

반응 조건

온도
65 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d748d46600664003a6b506f0638c3878
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07544675B2

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