Triethylamine → HCID 59835777、化合物

HRID 1916693ノート

反応式

HRID 1916693 の反応式
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

参加物

7

反応物 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 660593-PyrrolineHCID 67363953HCID 67363953、化合物

生成物 1

HCID 59835777HCID 59835777、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-fd4fb011defd4d3faa9d24e46d532073
出典データセット
uspto-grants-2013_12
特許番号
US08618132B2

反応ノート

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