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Diisopropylethylamine → 2-Chloro-5-fluoro-4-(3-(4-fluorophenoxy)azetidin-1-yl)pyrimidine

HRID 522898
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HRID 522898 반응식
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([F:9])=[CH:4][N:3]=1.C(N(C(C)C)C(C)C)C.Cl.[F:20][C:21]1[CH:31]=[CH:30][C:24]([O:25][CH:26]2[CH2:29][NH:28][CH2:27]2)=[CH:23][CH:22]=1>CC(O)C>[Cl:1][C:2]1[N:7]=[C:6]([N:28]2[CH2:29][CH:26]([O:25][C:24]3[CH:23]=[CH:22][C:21]([F:20])=[CH:31][CH:30]=3)[CH2:27]2)[C:5]([F:9])=[CH:4][N:3]=1
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참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 2507052,4-Dichloro-5-fluoropyrimidineHCID 214287323-(4-Fluorophenoxy)azetidine hydrochloride

생성물 1

HCID 866852522-Chloro-5-fluoro-4-(3-(4-fluorophenoxy)azetidin-1-yl)pyrimidine수율 90%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

To a solution 2,4-dichloro-5-fluoropyrimidine (150.0 mg, 0.898 mmol) in 2-propanol (4.00 mL) at RT was added N-ethyl-N-isopropylpropan-2-amine (0.469 mL, 2.70 mmol) followed by 3-(4-fluorophenoxy)azetidine hydrochloride (183 mg, 0.898 mmol). The resulting reaction mixture was stirred at RT for 1 h and concentrated. Purification of the crude using MPLC (25 g cartridge, 40 g column, 0 to 60% EtOAc-hexanes) gave 2-chloro-5-fluoro-4-(3-(4-fluorophenoxy)azetidin-1-yl)pyrimidine (240.6 mg).

후처리

  1. customThe resulting reaction mixture
  2. concentrationconcentrated
  3. customPurification of the crude

출처 및 근거

ORD 기록
ord-f552c45f9f0f4387923a90baebb6b905
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09334269B2

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