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Ethyl 3-(methylamino)propanoate → HCID 59529482、化合物

HRID 1877184
ノート
印刷プレビュー

反応式

HRID 1877184 の反応式
[CH:1]1([CH:7]([NH:27][C:28]2[CH:36]=[CH:35][C:31](C(O)=O)=[CH:30][CH:29]=2)[C:8]2[CH:12]=[C:11]([C:13]3[CH:14]=[N:15][C:16]([O:19][CH2:20][CH2:21][C:22]([OH:25])([CH3:24])[CH3:23])=[CH:17][CH:18]=3)[O:10][C:9]=2[CH3:26])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:37][NH:38][CH2:39][CH2:40][C:41]([O:43]CC)=[O:42].Cl.C(N=C=NCCCN(C)C)C.O.[OH:59][C:60]1C2N=NNC=2C=CC=1>CN(C)C=O.C(OCC)(=O)C.C(N(CC)CC)C>[CH:1]1([CH:7]([NH:27][C:28]2[CH:36]=[CH:35][C:31]([C:60]([N:38]([CH3:37])[CH2:39][CH2:40][C:41]([OH:43])=[O:42])=[O:59])=[CH:30][CH:29]=2)[C:8]2[CH:12]=[C:11]([C:13]3[CH:14]=[N:15][C:16]([O:19][CH2:20][CH2:21][C:22]([OH:25])([CH3:23])[CH3:24])=[CH:17][CH:18]=3)[O:10][C:9]=2[CH3:26])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 541480Ethyl 3-(methylamino)propanoateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 68512577HCID 68512577、化合物HCID 178526939HCID 178526939、化合物

生成物 1

HCID 59529482HCID 59529482、化合物収率 79%

試薬・触媒・溶媒 3

HCID 6228
Dimethylformamide
溶媒
HCID 8471Triethylamine溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 4-[(cyclohexyl{5-[6-(3-hydroxy-3-methylbutoxy)pyridin-3-yl]-2-methylfuran-3-yl}methyl)amino]benzoic acid (148 mg), ethyl 3-(methylamino)propanoate (47 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (69 mg), hydroxybenzotriazole monohydrate (55 mg) and triethylamine (50 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 (0.6 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 (137 mg, 79%).

後処理

  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 (0.6 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

出典と根拠

ORDレコード
ord-3e1bc015381e43aaa3ed9aa7e185ee32
出典データセット
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08309580B2

反応ノート

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