Triethylamine → HCID 59835777, 화합물

HRID 1916693노트

반응식

HRID 1916693 반응식
CS(Cl)(=O)=O.[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:14]=[CH:15][C:16]([C:19]#[C:20][C:21]3[CH:30]=[CH:29][C:24]([O:25][CH2:26][CH2:27]O)=[CH:23][CH:22]=3)=[N:17][CH:18]=2)=[CH:9][CH:8]=1.[CH2:31]([N:33](CC)[CH2:34][CH3:35])[CH3:32].N1CC=CC1>C(Cl)Cl.CN(C=O)C>[Cl:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[CH:14]=[CH:15][C:16]([C:19]#[C:20][C:21]3[CH:30]=[CH:29][C:24]([O:25][CH2:26][CH2:27][N:33]4[CH2:34][CH:35]=[CH:32][CH2:31]4)=[CH:23][CH:22]=3)=[N:17][CH:18]=2)=[CH:11][CH:12]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 660593-PyrrolineHCID 67363953HCID 67363953, 화합물

생성물 1

HCID 59835777HCID 59835777, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

실험 절차

23 μL (0.29 mmol) methanesulphonic acid chloride are added dropwise to a solution, cooled to 0° C., of 85 mg (0.24 mmol) 2-{4-[5-(4-chloro-phenyl)-pyridin-2-ylethynyl]-phenoxy}-ethanol and 41 μL (0.29 mmol) triethylamine in 10 mL DCM and the reaction mixture is stirred for 1 h at this temperature. 46 μL (0.58 mmol) 2,5-dihydro-1H-pyrrole are added dropwise, the mixture is heated to RT and stirred overnight. 1 mL of DMF is added and the mixture is heated for 8 h to 70° C. The mixture is evaporated down i. vac., the residue is combined with water, extracted exhaustively with EtOAc and the organic phase is dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified by chromatography on silica gel (EtOAc/MeOH/NH3 95:5:0.5).

후처리

  1. stirringstirred overnight
  2. temperaturethe mixture is heated for 8 h to 70° C
  3. customThe mixture is evaporated down i
  4. extractionextracted exhaustively with EtOAc
  5. dry with materialthe organic phase is dried over Na2SO4
  6. customis purified by chromatography on silica gel (EtOAc/MeOH/NH3 95:5:0.5)

출처 및 근거

ORD 기록
ord-fd4fb011defd4d3faa9d24e46d532073
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618132B2

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