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5-methyl-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-2-(2-nitrophenyl)-6-phenyl-1,3-benzoxazole-4-carbonitrile → HCID 68584840、化合物

HRID 17503
ノート
印刷プレビュー

反応式

HRID 17503 の反応式
[CH3:1][C:2]1[C:19]([C:20]#[N:21])=[C:6]2[N:7]=[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N+:16]([O-])=O)[O:9][C:5]2=[C:4]([N:22]2[CH2:26][CH2:25][C@H:24]([N:27]([CH3:29])[CH3:28])[CH2:23]2)[C:3]=1[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.[H][H]>[C].[Pd].C(OCC)(=O)C>[NH2:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[C:8]1[O:9][C:5]2[C:6](=[C:19]([C:20]#[N:21])[C:2]([CH3:1])=[C:3]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:4]=2[N:22]2[CH2:26][CH2:25][C@H:24]([N:27]([CH3:28])[CH3:29])[CH2:23]2)[N:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 685855645-methyl-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-2-(2-nitrophenyl)-6-phenyl-1,3-benzoxazole-4-carbonitrileHCID 178418361HCID 178418361、化合物

生成物 1

HCID 68584840HCID 68584840、化合物収率 55%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 8857Ethyl Acetate溶媒

実験手順

10% Palladium-carbon (150 mg) was added to an ethyl acetate (30 ml) solution of 5-methyl-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-2-(2-nitrophenyl)-6-phenyl-1,3-benzoxazole-4-carbonitrile (I-211) (128 mg, 0.27 mmol), followed by stirring at the same temperature under atmospheric pressure of hydrogen for 1.5 hours. The catalyst was removed by filtration with washing with ethyl acetate, the filtrate was concentrated under reduced pressure, and the resulting residue was subjected to silica gel column chromatography. Elution with a mixed solvent of chloroform/methanol (99:1→96:4, v/v) gave the entitled compound (65 mg, 55%) as a pale yellow solid.

後処理

  1. customThe catalyst was removed by filtration
  2. washwith washing with ethyl acetate
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. washElution with a mixed solvent of chloroform/methanol (99:1→96:4, v/v)

出典と根拠

ORDレコード
ord-75d04971662d43ed8bc1ff1fda97adc2
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07737166B2

反応ノート

読み込み中…

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