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Ethyl 3-(methylamino)propanoate → HCID 59529576, 화합물

HRID 1877182
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HRID 1877182 반응식
[CH:1]1([CH:7]([NH:25][C:26]2[CH:34]=[CH:33][C:29](C(O)=O)=[CH:28][CH:27]=2)[C:8]2[CH:12]=[C:11]([C:13]3[CH:14]=[N:15][C:16]([O:19][CH2:20][CH2:21][O:22][CH3:23])=[CH:17][CH:18]=3)[O:10][C:9]=2[CH3:24])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:35][NH:36][CH2:37][CH2:38][C:39]([O:41]CC)=[O:40].Cl.C(N=C=NCCCN(C)C)C.O.[OH:57][C:58]1C2N=NNC=2C=CC=1>CN(C)C=O.C(OCC)(=O)C.C(N(CC)CC)C>[CH:1]1([CH:7]([NH:25][C:26]2[CH:27]=[CH:28][C:29]([C:58]([N:36]([CH3:35])[CH2:37][CH2:38][C:39]([OH:41])=[O:40])=[O:57])=[CH:33][CH:34]=2)[C:8]2[CH:12]=[C:11]([C:13]3[CH:14]=[N:15][C:16]([O:19][CH2:20][CH2:21][O:22][CH3:23])=[CH:17][CH:18]=3)[O:10][C:9]=2[CH3:24])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
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참가 물질

8

반응물 4

HCID 541480Ethyl 3-(methylamino)propanoateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 68511428HCID 68511428, 화합물HCID 178526939HCID 178526939, 화합물

생성물 1

HCID 59529576HCID 59529576, 화합물수율 85%

시약·촉매·용매 3

HCID 6228
Dimethylformamide
용매
HCID 8471Triethylamine용매
HCID 8857Ethyl Acetate용매

실험 절차

A solution of 4-[(cyclohexyl{5-[6-(2-methoxyethoxy)pyridin-3-yl]-2-methylfuran-3-yl}methyl)amino]benzoic acid (232 mg), ethyl 3-(methylamino)propanoate (79 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (115 mg), hydroxybenzotriazole monohydrate (92 mg) and triethylamine (84 μL) in N,N-dimethylformamide (10 mL) was stirred at room temperature for 4 hr. Ethyl acetate was added, the mixture was washed with saturated aqueous sodium hydrogen carbonate solution and water, and the organic layer was dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the organic layer was dried over magnesium sulfate. The solvent was evaporated under reduced pressure. To the residue were added ethanol (2 mL), tetrahydrofuran (2 mL) and 1N lithium hydroxide (1.0 mL), and the mixture was stirred at room temperature for 1 hr. The solvent was evaporated under reduced pressure, and water (10 mL) was added. The mixture was neutralized with 1N hydrochloric acid under ice-cooling, and stirred for 1 hr. The resulting precipitate was collected by filtration and dried to give the title compound (233 mg, 85%).

후처리

  1. washthe mixture was washed with saturated aqueous sodium hydrogen carbonate solution and water
  2. dry with materialthe organic layer was dried over magnesium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. dry with materialthe organic layer was dried over magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. additionTo the residue were added ethanol (2 mL), tetrahydrofuran (2 mL) and 1N lithium hydroxide (1.0 mL)
  7. customThe solvent was evaporated under reduced pressure, and water (10 mL)
  8. additionwas added
  9. temperaturecooling
  10. stirringstirred for 1 hr
  11. filtrationThe resulting precipitate was collected by filtration
  12. customdried

출처 및 근거

ORD 기록
ord-caa16e0c46af47b58dde3bad8cc75cdd
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08309580B2

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