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Methyl Isocyanate → Benzyl 4-{1-[(methylamino)carbonyl]pyrrolidin-3-yl}piperazine-1-carboxylate

HRID 1241418
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HRID 1241418 반응식
[NH:1]1[CH2:5][CH2:4][CH:3]([N:6]2[CH2:11][CH2:10][N:9]([C:12]([O:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[O:13])[CH2:8][CH2:7]2)[CH2:2]1.CCN(C(C)C)C(C)C.[CH3:31][N:32]=[C:33]=[O:34]>C(Cl)Cl>[CH3:31][NH:32][C:33]([N:1]1[CH2:5][CH2:4][CH:3]([N:6]2[CH2:11][CH2:10][N:9]([C:12]([O:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[O:13])[CH2:8][CH2:7]2)[CH2:2]1)=[O:34]
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참가 물질

5

반응물 3

HCID 12228Methyl IsocyanateHCID 81531DiisopropylethylamineHCID 21934646Benzyl 4-(pyrrolidin-3-yl)piperazine-1-carboxylate

생성물 1

HCID 21934712Benzyl 4-{1-[(methylamino)carbonyl]pyrrolidin-3-yl}piperazine-1-carboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

45-3 (0.27 g, 0.93 mmol) was dissolved in methylene chloride (4 mL) and DIEA (0.60 g, 4.67 mmol) and then a methylene chloride solution (1 mL) of methylisocyanate (0.050 g, 0.93 mmol) was added. The solution was then stirred for 30 minutes, after which it was concentrated and purified on a C18 preparative hplc column to afford 45-4. 1H-NMR (CD3OD): 7.37(m, 5H); 5.17(s, 2H); 3.89(m, 4H); 3.59(m, 4H); 3.36(m, 5H); 2.74(s, 3H); 2.47(m, 1H); 2.24(m, 1H).

후처리

  1. concentrationafter which it was concentrated
  2. custompurified on a C18 preparative hplc column
  3. customto afford 45-4

출처 및 근거

ORD 기록
ord-2123b7dd04d34171be46c2d64bac2f91
출처 데이터셋
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07115597B2

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