Pyridine → 2-{4-[5-(4-Chlorophenyl)pyridin-2-ylethynyl]phenyl}ethyl methanesulfonate

HRID 734896ノート

反応式

HRID 734896 の反応式
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[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:26]=[CH:25][C:24]([CH2:27][CH2:28][OH:29])=[CH:23][CH:22]=3)=[N:17][CH:18]=2)=[CH:9][CH:8]=1.N1C=CC=CC=1.C(N(CC)CC)C>C(Cl)Cl>[CH3:1][S:2]([O:29][CH2:28][CH2:27][C:24]1[CH:23]=[CH:22][C:21]([C:20]#[C:19][C:16]2[CH:15]=[CH:14][C:13]([C:10]3[CH:11]=[CH:12][C:7]([Cl:6])=[CH:8][CH:9]=3)=[CH:18][N:17]=2)=[CH:26][CH:25]=1)(=[O:4])=[O:3]

参加物

6

反応物 4

HCID 1049Pyridine2 回HCID 8471TriethylamineHCID 31297Methanesulfonyl chloride2 回HCID 690578442-{4-[5-(4-Chlorophenyl)pyridin-2-ylethynyl]phenyl}ethanol

生成物 1

HCID 866011402-{4-[5-(4-Chlorophenyl)pyridin-2-ylethynyl]phenyl}ethyl methanesulfonate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

0.06 mL (0.75 mmol) of methanesulfonic acid chloride was added dropwise at 0° C. to a solution of 167 mg (0.50 mmol) of 2-{4-[5-(4-chlorophenyl)pyridin-2-ylethynyl]phenyl}ethanol and 0.08 mL (1.00 mmol) of pyridine in 5 mL of DCM and the mixture was then stirred for I hour at 0° C. It was combined again with pyridine (0.08 mL) and methanesulfonic acid chloride (0.06 mL) and stirred for 1 hour at RT. Then it was combined with 0.14 mL (1.00 mmol) of triethylamine and after 20 minutes at RT diluted with ice water. The organic phase was separated off, dried over magnesium sulfate, filtered, and the solvent was eliminated in vacuo. Yield: 185 mg (90% of theoretical); C22H18ClNO3S (M=411.902); calc.: molpeak (M+H)+:412/414 (Cl); found: molpeak (M+H)+:412/414 (Cl); HPLC-MS: 6.27 minutes (method H).

後処理

  1. stirringstirred for 1 hour at RT
  2. customThe organic phase was separated off
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. custom6.27 minutes (method H)

出典と根拠

ORDレコード
ord-562e00ed531d451f93b4ee974bbba072
出典データセット
uspto-grants-2009_09
特許番号
US07592358B2

反応ノート

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