Tetrahydrofuran → N-(2-methylcyclopentyl)-3-methoxy-4-(2-propynyloxy)benzamide

HRID 601983

反応式

HRID 601983 の反応式
C1COCC1.Cl.[CH3:7][CH:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[NH2:13].C(N(CC)CC)C.[CH3:21][O:22][C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][C:31]=1[O:32][CH2:33][C:34]#[CH:35])[C:26](Cl)=[O:27]>O>[CH3:7][CH:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[NH:13][C:26](=[O:27])[C:25]1[CH:29]=[CH:30][C:31]([O:32][CH2:33][C:34]#[CH:35])=[C:23]([O:22][CH3:21])[CH:24]=1

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 191014392-Methylcyclopentan-1-amine hydrochlorideHCID 574456713-Methoxy-4-(2-propynyloxy)benzoyl chloride

生成物 1

HCID 57445683N-(2-methylcyclopentyl)-3-methoxy-4-(2-propynyloxy)benzamide収率 36.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a mixture of 20 ml of THF, 0.50 g of 2-methylcyclopentylamine hydrochloride and 1.0 g of triethylamine was added 0.50 g of 3-methoxy-4-(2-propynyloxy)benzoyl chloride. The mixture obtained was stirred at room temperature for 3 hours. Then, water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was dried and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 235 mg of N-(2-methylcyclopentyl)-3-methoxy-4-(2-propynyloxy)benzamide (hereinafter, described as the compound 18 of the present invention) represented by the formula:

後処理

  1. customThe mixture obtained
  2. extractionthe mixture was extracted with ethyl acetate
  3. customThe organic layer was dried
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-1bf4ea1c1e584c7eb2436317bd392241
出典データセット
uspto-grants-2011_03
特許番号
US07902400B2

関連ノート

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