Dimethyl Sulfoxide → 4-[3-(2-fluorophenyl)-1,2,4-thiadiazol-5-yl]-N-[4-(2-oxopyrrolidin-1-yl)phenyl]piperazine-1-carboxamide

HRID 2263234ノート

反応式

HRID 2263234 の反応式
[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:12]=[CH:11][C:10]([N:13]([C:22]([O:24]CC(Cl)(Cl)Cl)=O)C(OCC(Cl)(Cl)Cl)=O)=[CH:9][CH:8]=1.[F:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[C:37]1[N:41]=[C:40]([N:42]2[CH2:47][CH2:46][NH:45][CH2:44][CH2:43]2)[S:39][N:38]=1.C(N(C(C)C)CC)(C)C.CS(C)=O>O>[F:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[C:37]1[N:41]=[C:40]([N:42]2[CH2:43][CH2:44][N:45]([C:22]([NH:13][C:10]3[CH:9]=[CH:8][C:7]([N:3]4[CH2:4][CH2:5][CH2:6][C:2]4=[O:1])=[CH:12][CH:11]=3)=[O:24])[CH2:46][CH2:47]2)[S:39][N:38]=1

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 81531DiisopropylethylamineHCID 687757201-[3-(2-Fluorophenyl)-1,2,4-thiadiazol-5-yl]piperazineHCID 86625512Bis(2,2,2-trichloroethyl) [4-(2-oxopyrrolidin-1-yl)phenyl]imidodicarbonate

生成物 1

HCID 687794804-[3-(2-fluorophenyl)-1,2,4-thiadiazol-5-yl]-N-[4-(2-oxopyrrolidin-1-yl)phenyl]piperazine-1-carboxamide収率 14.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of bis(2,2,2-trichloroethyl) [4-(2-oxopyrrolidin-1-yl)phenyl]imidodicarbonate (200 mg, 0.379 mmol), 1-[3-(2-fluorophenyl)-1,2,4-thiadiazol-5-yl]piperazine (196 mg, 0.742 mmol), diisopropylethylamine (0.132 ml, 0.758 mmol) and dimethyl sulfoxide (4 ml) was stirred at 70° C. for 24 hours, and the reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was recrystallized from ethyl acetate to give 25.3 mg (14.3%) of the desired product as a solid.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe residue was recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-b83833dc9b5a4bbaa26399015243bdba
出典データセット
uspto-grants-2010_12
特許番号
US07851473B2

反応ノート

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