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Sodium Carbonate → (+/-)-1-(2-chloro-3-(trifluoromethyl)benzyl)-6-cyclopropyl-3-methoxy-5,6-dihydropyrazin-2(1H)-one

HRID 576720
ノート
印刷プレビュー

反応式

HRID 576720 の反応式
[Cl:1][C:2]1[C:19]([C:20]([F:23])([F:22])[F:21])=[CH:18][CH:17]=[CH:16][C:3]=1[CH2:4][N:5]1[CH:10]([CH:11]2[CH2:13][CH2:12]2)[CH2:9][NH:8][C:7](=[O:14])[C:6]1=[O:15].[C:24](=O)([O-])[O-].[Na+].[Na+].F[B-](F)(F)F.C([O+](CC)CC)C>C(Cl)Cl>[Cl:1][C:2]1[C:19]([C:20]([F:23])([F:21])[F:22])=[CH:18][CH:17]=[CH:16][C:3]=1[CH2:4][N:5]1[CH:10]([CH:11]2[CH2:12][CH2:13]2)[CH2:9][N:8]=[C:7]([O:14][CH3:24])[C:6]1=[O:15]
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 2723982Triethyloxonium tetrafluoroborateHCID 90402584(+-)-1-(2-Chloro-3-(trifluoromethyl)benzyl)-6-cyclopropylpiperazine-2,3-dione

生成物 1

HCID 90402452(+/-)-1-(2-chloro-3-(trifluoromethyl)benzyl)-6-cyclopropyl-3-methoxy-5,6-dihydropyrazin-2(1H)-one収率 100%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

To an ice cooled solution of Intermediate 5 (400 mg, 1.2 mmol) and sodium carbonate (2.5 g, 23 mmol) in DCM (45 mL) was added triethyloxonium tetrafluoroborate (1M in DCM, 5.8 mL, 5.8 mmol) dropwise. The ice bath was removed and the reaction was stirred at rt for 1.5 h. Water was added and the mixture was extracted with DCM (×3). The combined organic extracts were dried (Na2SO4), filtered, and concentrated to afford a yellow oil (432 mg, 100%), which was used directly without further purification. MS (ESI): mass calcd. for C17H18ClF3N2O2, 374.1; m/z found, 375.1 [M+H]+.

後処理

  1. customThe ice bath was removed
  2. additionWater was added
  3. extractionthe mixture was extracted with DCM (×3)
  4. dry with materialThe combined organic extracts were dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-6b34399b80a94b2ba68963421fae9baf
出典データセット
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09040534B2

反応ノート

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