Potassium Carbonate → 2-[2-(-2-Cyclopropyl-vinyl)-3-methyl-benzoylamino]-indan-2-carboxylic acid ethyl ester

HRID 1047778

반응식

HRID 1047778 반응식
[CH2:1]([O:3][C:4]([C:6]1([NH:15][C:16](=[O:25])[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:18]=2I)[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1)=[O:5])[CH3:2].[CH:26]1([CH:29]=[CH:30]B2OC(C)(C)C(C)(C)O2)[CH2:28][CH2:27]1.C([O-])([O-])=O.[K+].[K+]>CCO.O1CCOCC1.[Pd]>[CH2:1]([O:3][C:4]([C:6]1([NH:15][C:16](=[O:25])[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:18]=2[CH:30]=[CH:29][CH:26]2[CH2:28][CH2:27]2)[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1)=[O:5])[CH3:2]

참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 533954622-(2-Cyclopropylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 593141532-(2-Iodo-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester

생성물 1

HCID 685906612-[2-(-2-Cyclopropyl-vinyl)-3-methyl-benzoylamino]-indan-2-carboxylic acid ethyl ester수율 49%

시약·촉매·용매 3

HCID 23938Palladium촉매2회HCID 702Ethanol용매HCID 312751,4-Dioxane용매

실험 절차

To a solution of 2-(2-iodo-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester (600 mg, 1.34 mmol) and 2-(2-cyclopropyl-vinyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (1.11 mL, 5.36 mmol) in EtOH (10 mL) and dioxane (10 mL) is added palladium anchored homogeneous catalyst, FibreCatPd(0), (4.84% Pd, 285 mg, 0.13 mmol) and 2M aqueous solution of K2SO4 (2.68 mL, 5.36 mmol). The resulting reaction mixture is covered with argon and run in a microwave reaction: 110° C., 8 h. After concentration in vacuo, the residue is purified by HPLC to give a pure product (137) as white solid (250 mg, 49%).

후처리

  1. customThe resulting reaction mixture
  2. customrun in a microwave reaction
  3. custom110° C., 8 h
  4. concentrationAfter concentration in vacuo
  5. customthe residue is purified by HPLC

출처 및 근거

ORD 기록
ord-6cc63d0bf10547ddae0764aaa16b554d
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569535B2

연결된 노트

불러오는 중…