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Water → 2-chloro-4-[(R)-2-(naphthalen-1-yloxymethyl)pyrrolidin-1-yl]pyrimidine

HRID 1036166
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HRID 1036166 반응식
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.C(N(C(C)C)C(C)C)C.[C:18]1([O:28][CH2:29][C@H:30]2[CH2:34][CH2:33][CH2:32][NH:31]2)[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=[CH:20][CH:19]=1.O>C(O)(C)C.C(OCC)(=O)C>[Cl:1][C:2]1[N:7]=[C:6]([N:31]2[CH2:32][CH2:33][CH2:34][C@@H:30]2[CH2:29][O:28][C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=[CH:20][CH:19]=2)[CH:5]=[CH:4][N:3]=1
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참가 물질

7

반응물 4

HCID 962WaterHCID 775312,4-DichloropyrimidineHCID 81531DiisopropylethylamineHCID 46845432(R)-2-(naphthalen-1-yloxymethyl)pyrrolidine

생성물 1

HCID 497661942-chloro-4-[(R)-2-(naphthalen-1-yloxymethyl)pyrrolidin-1-yl]pyrimidine수율 64.4%

시약·촉매·용매 2

HCID 3776
Isopropanol
용매
HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

327 mg of 2,4-dichloropyrimidine are dissolved in 20 ml of isopropanol, and 0.8 ml of N-ethyldiisopropylamine and 500 mg of (R)-2-(naphthalen-1-yloxymethyl)pyrrolidine are added. This mixture is warmed at 80° C. for 6 h. After cooling, the batch is poured into 40 ml of water and 40 ml of ethyl acetate. After phase separation, the organic phase is dried, evaporated and chromatographed on silica gel, giving 480 mg of 2-chloro-4-[(R)-2-(naphthalen-1-yloxymethyl)pyrrolidin-1-yl]pyrimidine as colourless oil;

후처리

  1. temperatureAfter cooling
  2. customAfter phase separation
  3. customthe organic phase is dried
  4. customevaporated
  5. customchromatographed on silica gel

출처 및 근거

ORD 기록
ord-9e861771b4794dd2a7630687df19aba4
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08546406B2

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