Potassium Carbonate → tert-butyl 2-(4-(N-(2-morpholinoethyl)methylsulfonamido)-1,3-dioxoisoindolin-2-yl)acetate

HRID 571289ノート

反応式

HRID 571289 の反応式
[CH3:1][S:2]([NH:5][C:6]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:7]=1[C:8](=[O:24])[N:9]([CH2:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[C:10]2=[O:15])(=[O:4])=[O:3].Cl.Cl[CH2:27][CH2:28][N:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[O:32]1[CH2:33][CH2:34][N:29]([CH2:28][CH2:27][N:5]([C:6]2[CH:14]=[CH:13][CH:12]=[C:11]3[C:7]=2[C:8](=[O:24])[N:9]([CH2:16][C:17]([O:19][C:20]([CH3:21])([CH3:23])[CH3:22])=[O:18])[C:10]3=[O:15])[S:2]([CH3:1])(=[O:3])=[O:4])[CH2:30][CH2:31]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 77210Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)HCID 86681686Tert-butyl 2-(4-(methylsulfonamido)-1,3-dioxoisoindolin-2-yl)acetate2 回

生成物 1

HCID 86681694tert-butyl 2-(4-(N-(2-morpholinoethyl)methylsulfonamido)-1,3-dioxoisoindolin-2-yl)acetate収率 99%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
75 °C

実験手順

A mixture of tert-butyl 2-(4-(methylsulfonamido)-1,3-dioxoisoindolin-2-yl)acetate (196 mg, 0.553 mmol) (prepared with an analogous procedure to that described in, Example 29, Scheme 29, Steps 1, 2, 3, 4 for the preparation of Compound 160), 4-(2-chloroethyl)morpholine hydrochloride (108 mg, 0.581 mmol), and K2CO3 (168 mg, 1.217 mmol) in acetonitrile (10 ml) was stirred at 75° C. overnight. The solvent was removed under vacuum, and the residue was taken up in a EtOAc/DCM/Et2O mixture and filtered through Na2SO4 to remove the inorganic salts. After evaporation of the solvent, tert-butyl 2-(4-(N-(2-morpholinoethyl)methylsulfonamido)-1,3-dioxoisoindolin-2-yl)acetate was obtained (256 mg, 0.548 mmol, 99% yield, MS/ESI+ 467 [MH]+).

後処理

  1. customprepared with an analogous procedure to
  2. customThe solvent was removed under vacuum
  3. filtrationfiltered through Na2SO4
  4. customto remove the inorganic salts
  5. customAfter evaporation of the solvent

出典と根拠

ORDレコード
ord-f96ea8ea11ee47bf9e2088861a446c36
出典データセット
uspto-grants-2015_05
特許番号
US09024027B2

反応ノート

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