Dichloromethane → HCID 67975334、化合物

HRID 623906ノート

反応式

HRID 623906 の反応式
C(Cl)Cl.C(O)(=O)C.[C:8]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[C:18]([CH3:32])=[CH:19][C:20]([O:23][CH2:24][C:25]([CH3:31])([CH3:30])[C:26]([O:28][CH3:29])=[O:27])=[N:21][CH:22]=2)=[CH:13][C:12]=1[F:33])(=[NH:10])[NH2:9].Br[CH2:35][C:36](=O)[CH2:37][CH:38]1[CH2:40][CH2:39]1.C(=O)([O-])[O-].[K+].[K+]>[Cl-].[Na+].O>[CH:38]1([CH2:37][C:36]2[NH:9][C:8]([C:11]3[CH:16]=[CH:15][C:14]([C:17]4[C:18]([CH3:32])=[CH:19][C:20]([O:23][CH2:24][C:25]([CH3:30])([CH3:31])[C:26]([O:28][CH3:29])=[O:27])=[N:21][CH:22]=4)=[CH:13][C:12]=3[F:33])=[N:10][CH:35]=2)[CH2:40][CH2:39]1

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 451201162-Propanone, 1-bromo-3-cyclopropyl-HCID 67973349HCID 67973349、化合物

生成物 1

HCID 67975334HCID 67975334、化合物収率 79.3%

試薬・触媒・溶媒 1

HCID 57417360Sodium chloride; water溶媒

反応条件

温度
40 °C

実験手順

A mixture in which methylene chloride (10 mL) and a saturated brine (10 mL) were added to methyl 3-{[5-(4-carbamimidoyl-3-fluorophenyl)-4-methylpyridin-2-yl]oxy}-2,2-dimethylpropanoate acetic acid salt (300 mg), 1-bromo-3-cyclopropylpropan-2-one (190 mg) and potassium carbonate (346 mg) was stirred at 40° C. for 5 hours. The organic layer was separated, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform:methanol=100:0 to 97:3) to obtain methyl 3-[(5-{4-[5-(cyclopropylmethyl)-1H-imidazol-2-yl]-3-fluorophenyl}-4-methylpyridin-2-yl)oxy]-2,2-dimethylpropanoate (248 mg).

後処理

  1. customThe organic layer was separated
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe obtained residue was purified by silica gel column chromatography (chloroform:methanol=100:0 to 97:3)

出典と根拠

ORDレコード
ord-784334d397d947b4bde7dd1d0e29ee8a
出典データセット
uspto-grants-2016_04
特許番号
US09302996B2

反応ノート

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