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llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
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Nitrogen → HCID 86636025、化合物

HRID 449020
ノート
印刷プレビュー

反応式

HRID 449020 の反応式
N#N.[Cl:3][C:4]1[C:5]([CH:10]([NH:24][C:25]([CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)=O)[C:11]2[CH:16]=[CH:15][C:14]([O:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:13][CH:12]=2)=[N:6][CH:7]=[CH:8][N:9]=1.CN(C=O)C.O=P(Cl)(Cl)Cl>O.CC#N>[Cl:3][C:4]1[C:5]2[N:6]([C:25]([CH:27]3[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]3)=[N:24][C:10]=2[C:11]2[CH:16]=[CH:15][C:14]([O:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:13][CH:12]=2)[CH:7]=[CH:8][N:9]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 947NitrogenHCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 86636026HCID 86636026、化合物

生成物 1

HCID 86636025HCID 86636025、化合物収率 101.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 6342
Acetonitrile
溶媒

実験手順

In an oven-dried flask filled with N2 was added cyclohexanecarboxylic acid [(3-chloro-pyrazin-2-yl)-(4-phenoxyphenyl)-methyl]-amide (100 mg, 0.0002 mol), MeCN (6 mL) and DMF (1 mL, 0.01 mol). POCl3 was added dropwise at 0° C. The reaction mixture was allowed to warm up to rt and stirred at that temp overnight. The excess of POCl3 was removed under reduced pressure and the residue was quenched with 2 N NH3 in i-PrOH at 0° C. with vigorous stirring to adjust pH to 9. The crude reaction mixture was then charged with water and the aqueous layer was washed with DCM. The combined organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure to obtain 82 mg of the title compound as a yellow oil. The compound was carried over to the next step. MS (ES+): m/z 404.09 (100)[MH+]. HPLC: tR=4.49 min (Open Lynx polar—5 min).

後処理

  1. customThe excess of POCl3 was removed under reduced pressure
  2. customthe residue was quenched with 2 N NH3 in i-PrOH at 0° C.
  3. stirringwith vigorous stirring
  4. customThe crude reaction mixture
  5. washthe aqueous layer was washed with DCM
  6. dry with materialThe combined organic layer was dried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-38da5241999f48f6b9a76d6652fb429b
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08481733B2

反応ノート

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