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

HRID 444724노트

반응식

HRID 444724 반응식
[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

참가 물질

7

반응물 5

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-9725bb1ec9354aa2b7b6eb9bd7ae40b1
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476255B2

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