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1-Hydroxybenzotriazole → (E)-N-[3-(4-chlorophenyl)-2-oxo-tetrahydropyrimidin-1-yl]-3-[6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridin-2-yl]acrylamide

HRID 546751
ノート
印刷プレビュー

反応式

HRID 546751 の反応式
C(N(C(C)C)CC)(C)C.[NH2:10][N:11]1[CH2:16][CH2:15][CH2:14][N:13]([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)[C:12]1=[O:24].C1C=CC2N(O)N=NC=2C=1.[CH3:35][O:36][C:37]1[N:42]=[C:41](/[CH:43]=[CH:44]/[C:45](O)=[O:46])[CH:40]=[CH:39][C:38]=1[N:48]1[CH:52]=[C:51]([CH3:53])[N:50]=[CH:49]1>CN(C=O)C.C(OCC)(=O)C.C(Cl)CCl>[Cl:23][C:20]1[CH:19]=[CH:18][C:17]([N:13]2[CH2:14][CH2:15][CH2:16][N:11]([NH:10][C:45](=[O:46])/[CH:44]=[CH:43]/[C:41]3[CH:40]=[CH:39][C:38]([N:48]4[CH:52]=[C:51]([CH3:53])[N:50]=[CH:49]4)=[C:37]([O:36][CH3:35])[N:42]=3)[C:12]2=[O:24])=[CH:22][CH:21]=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 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 66633906(E)-3-[6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridin-2-yl]acrylic acidHCID 668394801-Amino-3-(4-chlorophenyl)tetrahydropyrimidin-2-one

生成物 1

HCID 66839690(E)-N-[3-(4-chlorophenyl)-2-oxo-tetrahydropyrimidin-1-yl]-3-[6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridin-2-yl]acrylamide
収率 99.8%

試薬・触媒・溶媒 3

HCID 111,2-Dichloroethane溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

IPEA (0.65 mL), 1-amino-3-(4-chlorophenyl)tetrahydropyrimidin-2-one (139 mg), EDC (177 mg) and HOBT (125 mg) were added to a solution of (E)-3-[6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridin-2-yl]acrylic acid (300 mg) in DMF (6 mL) at room temperature. The reaction solution was stirred at room temperature for 24 hours. The reaction solution was diluted with ethyl acetate and washed with a saturated sodium bicarbonate solution and a saturated sodium chloride solution. The resulting organic layer was dried over magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (carrier: Chromatorex NH; elution solvent: heptane-ethyl acetate system, then ethyl acetate-methanol system) to obtain 287 mg of the title compound. The property value of the compound is as follows.

後処理

  1. washwashed with a saturated sodium bicarbonate solution
  2. dry with materialThe resulting organic layer was dried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (carrier
  5. washelution solvent

出典と根拠

ORDレコード
ord-722965baade74aa09ac7245d3f8994ac
出典データセット
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07935815B2

反応ノート

読み込み中…

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