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Water → (S)-1-(5-Bromopyrimidin-2-yl)-N-(2,4-dichlorobenzyl)pyrrolidin-3-amine

HRID 252105
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HRID 252105 반응식
[Cl:1][C:2]1[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:3]=1[CH2:4][NH:5][C@H:6]1[CH2:10][CH2:9][NH:8][CH2:7]1.C(N(C(C)C)CC)(C)C.[Br:25][C:26]1[CH:27]=[N:28][C:29](Cl)=[N:30][CH:31]=1.O>C(#N)C>[Br:25][C:26]1[CH:27]=[N:28][C:29]([N:8]2[CH2:9][CH2:10][C@H:6]([NH:5][CH2:4][C:3]3[CH:11]=[CH:12][C:13]([Cl:15])=[CH:14][C:2]=3[Cl:1])[CH2:7]2)=[N:30][CH:31]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 6066655-Bromo-2-chloropyrimidineHCID 66569981(S)-N-(2,4-Dichlorobenzyl)pyrrolidin-3-amine

생성물 1

HCID 11503055(S)-1-(5-Bromopyrimidin-2-yl)-N-(2,4-dichlorobenzyl)pyrrolidin-3-amine수율 83%

시약·촉매·용매 1

HCID 6342
Acetonitrile
용매

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온도
20 °C

실험 절차

Add to a solution of (2,4-dichlorobenzyl)-(S)-pyrrolidin-3-ylamine (300 g, 1.22 mol) in acetonitrile (2.25 L) at room temperature diisopropylethylamine (237 g, 1.83 mol) and 5-bromo-2-chloropyrimidine (237 g, 1.23 mol). Reflux for 1 hour. Cool the mixture to 20° C. Add water (45 mL, 2.5 mol) dropwise to give a solid. Stir for 17 h., filter the suspension, and wash the cake with acetonitrile (250 mL), and dry under vacuum at room temperature to give the title compound as a tan solid (377 g, 83%).

후처리

  1. temperatureReflux for 1 hour
  2. filtrationfilter the suspension
  3. washwash the cake with acetonitrile (250 mL)
  4. customdry under vacuum at room temperature

출처 및 근거

ORD 기록
ord-5f4d06b75d2d4b35a74002692ce5f60d
출처 데이터셋
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07868014B2

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