Pyridine → HCID 178485835、化合物

HRID 25634

反応式

HRID 25634 の反応式
FC(F)(F)C(O)=O.[CH3:8][NH:9][C@H:10]1[CH2:15][CH2:14][C@H:13]([C:16]#[C:17][CH2:18][O:19][S:20]([CH3:23])(=[O:22])=[O:21])[CH2:12][CH2:11]1.[Cl:24][C:25]1[CH:30]=[CH:29][C:28]([N:31]=[C:32]=[O:33])=[CH:27][CH:26]=1.N1C=CC=CC=1>O1CCOCC1.OS([O-])(=O)=O.[K+].CCOCC>[Cl:24][C:25]1[CH:30]=[CH:29][C:28]([NH:31][C:32](=[O:33])[N:9]([C@H:10]2[CH2:11][CH2:12][C@H:13]([C:16]#[C:17][CH2:18][O:19][S:20]([CH3:23])(=[O:22])=[O:21])[CH2:14][CH2:15]2)[CH3:8])=[CH:27][CH:26]=1

参加物

6

反応物 3

HCID 1049PyridineHCID 76934-Chlorophenyl IsocyanateHCID 178484804HCID 178484804、化合物

生成物 1

HCID 178485835HCID 178485835、化合物収率 101.9%

試薬・触媒・溶媒 2

HCID 312751,4-Dioxane溶媒HCID 86584777KHSO4 ether溶媒

実験手順

A solution of 1.38 g (corresponds to 3.0 mmol) of trans-Methanesulfonic acid 3-(4-methylamino-cyclohexyl)-prop-2-ynyl ester trifluoroacetate in 7 ml dioxane was first cooled to 8° C., treated with 0.69 g (4.5 mmol) 4-chlorophenyl isocyanate and then with 1.2 ml (15 mmol; 5 equivalents) of pyridine (during 3 min). After 45 min at RT, the mixture was dissolved in aqueous 10% KHSO4/Et2O (3×). The organic phases were washed with aqueous 10% NaCl, dried over Na2SO4 and evaporated to give 1.22 g (quantitative) of crude trans-Methanesulfonic acid 3-{4-[3-(4-chloro-phenyl)-1-methyl-ureido]-cyclohexyl}-prop-2-ynyl ester, MS: 398 (MH+, 1Cl). The crude product was directly used in the next step.

後処理

  1. washThe organic phases were washed with aqueous 10% NaCl
  2. dry with materialdried over Na2SO4
  3. customevaporated

出典と根拠

ORDレコード
ord-28db14751ac646c88829af2b73dfd95f
出典データセット
uspto-grants-2005_02
特許番号
US06858651B2

関連ノート

読み込み中…