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Sodium Carbonate → 1,1-dimethylethyl (1-{[(4R/S)-3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo [3,2,1-de]-1,5-naphthyridin-4-yl]methyl}-4-piperidinyl)carbamate

HRID 15127
ノート
印刷プレビュー

反応式

HRID 15127 の反応式
CC1C=CC(S(O[CH2:12][C:13]2([OH:27])[C:17]3=[C:18]([Cl:26])[CH:19]=[N:20][C:21]4[CH:22]=[CH:23][C:24](=[O:25])[N:15]([C:16]=43)[CH2:14]2)(=O)=O)=CC=1.[NH:28]1[CH2:33][CH2:32][CH:31]([NH:34][C:35](=[O:41])[O:36][C:37]([CH3:40])([CH3:39])[CH3:38])[CH2:30][CH2:29]1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[Cl:26][C:18]1[CH:19]=[N:20][C:21]2[CH:22]=[CH:23][C:24](=[O:25])[N:15]3[CH2:14][C:13]([CH2:12][N:28]4[CH2:29][CH2:30][CH:31]([NH:34][C:35](=[O:41])[O:36][C:37]([CH3:39])([CH3:38])[CH3:40])[CH2:32][CH2:33]4)([OH:27])[C:17]=1[C:16]=23
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 7238334-(N-Boc-amino)piperidine2 回HCID 131728164(4R/S)-(3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-4-yl)methyl 4-methylbenzenesulfonate

生成物 1

HCID 775039111,1-dimethylethyl (1-{[(4R/S)-3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo [3,2,1-de]-1,5-naphthyridin-4-yl]methyl}-4-piperidinyl)carbamate収率 85.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of [(4R/S)-(3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-4-yl)methyl 4-methylbenzenesulfonate (465 mg, 1.15 mmol), 1,1-dimethylethyl 4-piperidinylcarbamate (218 mg, 1.1 mmol) and sodium carbonate (350 mg, 3.3 mmol) in ethanol (12.5 ml). After 1 day more 1,1-dimethylethyl 4-piperidinylcarbamate (100 mg) was added. After 1 hour the mixture was evaporated and the residue was partitioned between 20% methanol/dichloromethane and water. The organic extract was dried and evaporated. The crude material was chromatographed affording the product (410 mg, 82%).

後処理

  1. customAfter 1 hour the mixture was evaporated
  2. customthe residue was partitioned between 20% methanol/dichloromethane and water
  3. extractionThe organic extract
  4. customwas dried
  5. customevaporated
  6. customThe crude material was chromatographed

出典と根拠

ORDレコード
ord-2b99778c7c6f4fa5a1baf049e49d7427
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07732460B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート