2-(Methylamino)ethanol → HCID 67198110、化合物

HRID 550805ノート

反応式

HRID 550805 の反応式
[C:1](=[O:39])(OC1C=CC([N+]([O-])=O)=CC=1)[O:2][CH:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:10]3[CH2:26][S:25](=[O:28])(=[O:27])[CH2:24][C:11]=3[N:12]=[C:13]([C:15]3[CH:20]=[C:19]([F:21])[C:18]([Cl:22])=[CH:17][C:16]=3[F:23])[N:14]=2)[CH2:5][CH2:4]1.[CH3:40][NH:41][CH2:42][CH2:43][OH:44].C(=O)(O)[O-].[Na+].Cl.O1CCOCC1>C1COCC1.CN(C=O)C>[ClH:22].[OH:44][CH2:43][CH2:42][N:41]([CH3:40])[C:1](=[O:39])[O:2][CH:3]1[CH2:4][CH2:5][N:6]([C:9]2[C:10]3[CH2:26][S:25](=[O:27])(=[O:28])[CH2:24][C:11]=3[N:12]=[C:13]([C:15]3[CH:20]=[C:19]([F:21])[C:18]([Cl:22])=[CH:17][C:16]=3[F:23])[N:14]=2)[CH2:7][CH2:8]1

参加物

7

反応物 4

HCID 80162-(Methylamino)ethanolHCID 516892Sodium BicarbonateHCID 204431481,4-Dioxane hydrochlorideHCID 67195545HCID 67195545、化合物

生成物 1

HCID 67198110HCID 67198110、化合物収率 84%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 300 mg of 1-[2-(4-chloro-2,5-difluorophenyl)-6,6-dioxido-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl]piperidin-4-yl 4-nitrophenyl carbonate, 43 mg of 2-(methylamino)ethanol, and 5 ml of DMF was stirred at ambient temperature for 19.5 hours. Saturated aqueous sodium bicarbonate solution was added to the reaction mixture, the mixture was extracted twice with chloroform. The organic phase was washed with brine, dried over anhydrous magnesium sulfate, and evaporated under reduced pressure. The yellow oil obtained was dissolved in THF, here was added 4M HCl-dioxane solution, and the solution was concentrated under reduced pressure to give solid, which was recrystallized from acetonitrile-ether to yield 120 mg of 1-[2-(4-chloro-2,5-difluorophenyl)-6,6-dioxido-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl]piperidin-4-yl (2-hydroxyethyl)methylcarbamate hydrochloride as colorless solid.

後処理

  1. extractionthe mixture was extracted twice with chloroform
  2. washThe organic phase was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customevaporated under reduced pressure
  5. customThe yellow oil obtained
  6. concentrationthe solution was concentrated under reduced pressure
  7. customto give solid, which
  8. customwas recrystallized from acetonitrile-ether

出典と根拠

ORDレコード
ord-5bc0532bb9ff4d749501da4aea35dac8
出典データセット
uspto-grants-2011_05
特許番号
US07947690B2

反応ノート

読み込み中…