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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → tert-butyl 2-(4-(5-methyl-3-oxo-1H-imidazo[1,5-c]imidazol-2(3H)-yl)-1-piperidinyl)-2-oxo-1-phenylethylcarbamate

HRID 1162303
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HRID 1162303 반응식
[C:1]([N:8](C1C=CC=CC=1)[CH2:9][C:10]([OH:12])=O)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[CH:19]1[CH:20]=[CH:21][C:22]2N(O)N=N[C:23]=2[CH:24]=1.CCN=C=NCCCN(C)C.Cl.Cl.[CH3:42][C:43]1[N:47]2[C:48](=[O:57])[N:49]([CH:51]3[CH2:56][CH2:55][NH:54][CH2:53][CH2:52]3)[CH2:50][C:46]2=[CH:45][N:44]=1>C(#N)C.C(N(CC)CC)C>[CH3:42][C:43]1[N:47]2[C:48](=[O:57])[N:49]([CH:51]3[CH2:56][CH2:55][N:54]([C:10](=[O:12])[CH:9]([NH:8][C:1](=[O:2])[O:3][C:4]([CH3:5])([CH3:6])[CH3:7])[C:23]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:24]=4)[CH2:53][CH2:52]3)[CH2:50][C:46]2=[CH:45][N:44]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 219056362-{[(Tert-butoxy)carbonyl](phenyl)amino}acetic acidHCID 230840945-methyl-2-(4-piperidinyl)-1,2-dihydro-3H-imidazo[1,5-c]imidazol-3-one dihydrochloride

생성물 1

HCID 23138346tert-butyl 2-(4-(5-methyl-3-oxo-1H-imidazo[1,5-c]imidazol-2(3H)-yl)-1-piperidinyl)-2-oxo-1-phenylethylcarbamate
수율 95.9%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8471Triethylamine용매

실험 절차

Boc-phenylglycine (0.25 g) was dissolved in acetonitrile (10 ml). HOBt (0.23 g), WSC (0.29 g), triethylamine (0.2 ml) and 5-methyl-2-(4-piperidinyl)-1,2-dihydro-3H-imidazo[1,5-c]imidazol-3-one dihydrochloride (0.29 g) were added thereto, and mixed at room temperature for 15 hours. The solvent was distilled off under reduced pressure, and the residue was dissolved in ethyl acetate. The ethyl acetate solution was washed with a saturated aqueous sodium hydrogen carbonate solution and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain the title compound as a green oil (0.43 g, 95%).

후처리

  1. additionmixed at room temperature for 15 hours
  2. distillationThe solvent was distilled off under reduced pressure
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washThe ethyl acetate solution was washed with a saturated aqueous sodium hydrogen carbonate solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationThe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-4ea7662bdb634b32841c130ed1bdf057
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07820673B2

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