Hydrochloric Acid → Ethyl 4-((2-(4-fluorophenyl)-3-(3,4,5-trimethoxyphenyl)acrylamido)methyl)benzoate

HRID 444724ノート

反応式

HRID 444724 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]=[C:14]([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)[C:15]([OH:17])=O)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[CH2:25]([O:27][C:28](=[O:37])[C:29]1[CH:34]=[CH:33][C:32]([CH2:35][NH2:36])=[CH:31][CH:30]=1)[CH3:26].Cl.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C>[F:24][C:21]1[CH:22]=[CH:23][C:18]([C:14](=[CH:13][C:5]2[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=2)[C:15]([NH:36][CH2:35][C:32]2[CH:31]=[CH:30][C:29]([C:28]([O:27][CH2:25][CH3:26])=[O:37])=[CH:34][CH:33]=2)=[O:17])=[CH:19][CH:20]=1

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 436161Ethyl 4-(aminomethyl)benzoateHCID 68490939HCID 68490939、化合物

生成物 1

HCID 68490940Ethyl 4-((2-(4-fluorophenyl)-3-(3,4,5-trimethoxyphenyl)acrylamido)methyl)benzoate収率 50%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 3-(3,4,5-trimethoxyphenyl)-2-(4-fluorophenyl)acrylic acid (0.6 g, 18 mmol) in DMF (5 mL) was added ethyl-4-aminomethylbenzoate.HCl (0.375 g, 21.6 mmol), EDCI (0.69 g, 36 mmol) and HOBt (0.24 g, 18 mmol). TEA (0.75 mL, 36 mmol) was added dropwise with constant stirring to the above reaction mixture and stirred overnight at room temperature. Subsequently the reaction mixture was evaporated to dryness, the residue was dissolved in ethyl acetate and washed successively with 1N HCl (3×50 mL), saturated NaHCO3 (3×50 mL) and brine solution (3×50 mL). The organic layer was dried over Na2SO4 and concentrated to give the pure compound (0.4 g, 50% yield).

後処理

  1. stirringstirred overnight at room temperature
  2. customSubsequently the reaction mixture was evaporated to dryness
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washwashed successively with 1N HCl (3×50 mL), saturated NaHCO3 (3×50 mL) and brine solution (3×50 mL)
  5. dry with materialThe organic layer was dried over Na2SO4
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-9725bb1ec9354aa2b7b6eb9bd7ae40b1
出典データセット
uspto-grants-2013_07
特許番号
US08476255B2

反応ノート

読み込み中…