Tetrahydrofuran → N-(2-methylcyclohexyl)-3,5-difluoro-4-(2-propynyloxy)benzamide

HRID 601994

反応式

HRID 601994 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([F:15])[C:10]=1[O:11][CH2:12][C:13]#[CH:14])[C:5](Cl)=[O:6].O1CCCC1.[CH3:21][CH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH:23]1[NH2:28]>C(N(CC)CC)C>[CH3:21][CH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH:23]1[NH:28][C:5](=[O:6])[C:4]1[CH:3]=[C:2]([F:1])[C:10]([O:11][CH2:12][C:13]#[CH:14])=[C:9]([F:15])[CH:8]=1

参加物

5

反応物 3

HCID 8028Tetrahydrofuran2 回HCID 234322-MethylcyclohexylamineHCID 574456963,5-Difluoro-4-(2-propynyloxy)benzoyl chloride

生成物 1

HCID 57701175N-(2-methylcyclohexyl)-3,5-difluoro-4-(2-propynyloxy)benzamide収率 64%

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

A mixture of 346 mg of 3,5-difluoro-4-(2-propynyloxy)benzoyl chloride and 1 ml of tetrahydrofuran was added dropwise under ice cooling to a mixture of 5 ml of tetrahydrofuran, 170 mg of 2-methylcyclohexylamine and 182 mg of triethylamine. The mixture obtained was stirred at room temperature for 0.5 hour. The reaction mixture was filtered. The filtrate was concentrated under reduced pressure. Water was added to the residue and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain 295 mg of N-(2-methylcyclohexyl)-3,5-difluoro-4-(2-propynyloxy)benzamide (hereinafter, described as the compound 42 of the present invention) represented by the formula:

後処理

  1. customThe mixture obtained
  2. filtrationThe reaction mixture was filtered
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. additionWater was added to the residue
  5. extractionthe mixture was extracted with ethyl acetate
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-5d5f413be52d40caa5e9e260d2e17b99
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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