Tetrahydrofuran → N-((1S)-1-cyclohexylethyl)-4-(2-propynyloxy)-3-methoxybenzamide

HRID 601985

反応式

HRID 601985 の反応式
C1COCC1.[CH3:6][O:7][C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][C:16]=1[O:17][CH2:18][C:19]#[CH:20])[C:11](Cl)=[O:12].[CH:21]1([C@@H:27]([NH2:29])[CH3:28])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1.C(N(CC)CC)C>C(OCC)(=O)C>[CH:21]1([C@@H:27]([NH:29][C:11](=[O:12])[C:10]2[CH:14]=[CH:15][C:16]([O:17][CH2:18][C:19]#[CH:20])=[C:8]([O:7][CH3:6])[CH:9]=2)[CH3:28])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 5325951(S)-(+)-1-CyclohexylethylamineHCID 574456713-Methoxy-4-(2-propynyloxy)benzoyl chloride

生成物 1

HCID 57701156N-((1S)-1-cyclohexylethyl)-4-(2-propynyloxy)-3-methoxybenzamide収率 78.3%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a mixture of 10 ml of THF and 0.30 g of 3-methoxy-4-(2-propynyloxy)benzoyl chloride were added 0.21 g of (1S)-1-(cyclohexyl)ethylamine and 0.20 g of triethylamine in order at room temperature. The mixture obtained was stirred at room temperature for 4 hours. Then, ethyl acetate was added to the reaction mixture and the mixture was filtered through Celite. The filtrate was concentrated under reduced pressure. The residue was washed with methyl tert-butyl ether and hexane to obtain 0.33 g of N-((1S)-1-cyclohexylethyl)-4-(2-propynyloxy)-3-methoxybenzamide (hereinafter, described as the compound 21 of the present invention) represented by the formula:

後処理

  1. customThe mixture obtained
  2. filtrationthe mixture was filtered through Celite
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. washThe residue was washed with methyl tert-butyl ether and hexane

出典と根拠

ORDレコード
ord-975a8bbb487b43fa81581330c690b362
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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