Trifluoroacetic acid → (S)-methyl 1-amino-2,3-dihydro-1H-indene-5-carboxylate

HRID 64439

反応式

HRID 64439 の反応式
COC1C=CC([C@@H]([NH:11][C@@H:12]2[C:20]3[C:15](=[CH:16][C:17]([C:21]([O:23][CH3:24])=[O:22])=[CH:18][CH:19]=3)[CH2:14][CH2:13]2)C)=CC=1.FC(F)(F)C(O)=O.CC1C(C)=C(C)C(C)=C(C)C=1>>[NH2:11][C@@H:12]1[C:20]2[C:15](=[CH:16][C:17]([C:21]([O:23][CH3:24])=[O:22])=[CH:18][CH:19]=2)[CH2:14][CH2:13]1

参加物

4

反応物 3

HCID 6422Trifluoroacetic acidHCID 12784PentamethylbenzeneHCID 86713454methyl (1S)-1-{[(1S)-1-(4-methoxyphenyl)ethyl]amino}indane-5-carboxylate

生成物 1

HCID 59460662(S)-methyl 1-amino-2,3-dihydro-1H-indene-5-carboxylate収率 62.1%

反応条件

温度
70 °C

実験手順

To 452 mg of methyl (1S)-1-{[(1S)-1-(4-methoxyphenyl)ethyl]amino}indane-5-carboxylate were added 34 ml of trifluoroacetic acid and 1.03 g of pentamethylbenzene, followed by stirring at 70° C. for 4 days, and the solvent was evaporated under reduced pressure. To the obtained residue were added a saturated aqueous sodium hydrogen carbonate solution and chloroform to carry out a layer separation operation. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 165 mg of methyl (1S)-1-aminoindane-5-carboxylate.

後処理

  1. customthe solvent was evaporated under reduced pressure
  2. additionTo the obtained residue were added a saturated aqueous sodium hydrogen carbonate solution and chloroform
  3. customa layer separation operation
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe obtained residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-7346f4a4800a40d8af71c4b993c44102
出典データセット
uspto-grants-2016_09
特許番号
US09447090B2

関連ノート

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