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Sodium Bicarbonate → N-cyclopropylmorpholine-2-carboxamide

HRID 872008
ノート
印刷プレビュー

反応式

HRID 872008 の反応式
[CH:1]1([N:4]([CH2:20][C:21]2[CH:29]=[C:28]3[C:24]([CH:25]=[CH:26][N:27]3[CH2:30][CH2:31][CH2:32][O:33][CH3:34])=[CH:23][C:22]=2[F:35])[C:5]([C@@H:7]2[O:12][CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8]2)=[O:6])[CH2:3][CH2:2]1.C(=O)(O)[O-].[Na+]>ClCCl.[Br-].[Zn+2].[Br-]>[CH:1]1([N:4]([CH2:20][C:21]2[CH:29]=[C:28]3[C:24]([CH:25]=[CH:26][N:27]3[CH2:30][CH2:31][CH2:32][O:33][CH3:34])=[CH:23][C:22]=2[F:35])[C:5]([C@@H:7]2[O:12][CH2:11][CH2:10][NH:9][CH2:8]2)=[O:6])[CH2:2][CH2:3]1.[CH:1]1([NH:4][C:5]([CH:7]2[O:12][CH2:11][CH2:10][NH:9][CH2:8]2)=[O:6])[CH2:3][CH2:2]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 516892Sodium BicarbonateHCID 59494410tert-butyl(2R)-2-[(cyclopropyl{[5-fluoro-1-(3-methoxypropyl)-1H-indol-6-yl]methyl}amino)carbonyl]morpholin-4-carboxylate

生成物 2

HCID 57937375N-cyclopropylmorpholine-2-carboxamideHCID 59494153(2R)-N-cyclopropyl-N-{[5-fluoro-1-(3-methoxypropyl)-1H-indol-6-yl]methyl}morpholin-2-carboxamide

試薬・触媒・溶媒 2

HCID 10421208
Zinc bromide
触媒
HCID 6344Dichloromethane溶媒

実験手順

Zinc bromide (160 mg) was added to a solution of tert-butyl(2R)-2-[(cyclopropyl{[5-fluoro-1-(3-methoxypropyl)-1H-indol-6-yl]methyl}amino)carbonyl]morpholin-4-carboxylate (150 mg) in dichloromethane (3 ml) and the mixture was stirred at room temperature for 10 hours. A saturated aqueous solution of sodium bicarbonate was added to the reaction mixture under ice-cooling, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated in vacuo. The resulted residue was purified with HPLC MS to give (2R)—N-cyclopropyl-N-{[5-fluoro-1-(3-methoxypropyl)-1H-indol-6-yl]methyl}morpholin-2-carboxamide (50 mg) and (2R)—N-{[3-tert-butyl-5-fluoro-1-methoxypropyl)-1H-indol-6-yl]methyl}-N-cyclopropylmorpholin-2-carboxamide (50 mg) as a colorless oil.

後処理

  1. temperaturecooling
  2. extractionthe mixture was extracted with chloroform
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe resulted residue was purified with HPLC MS

出典と根拠

ORDレコード
ord-689db8a9c8854ef49b6285debfcf9be1
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08975252B2

反応ノート

読み込み中…

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