Hydrochloric Acid → 4-(3,4-Difluorobenzyl)-3-oxo-3,4-dihydropyrazine-2-carboxylic acid

HRID 1038978ノート

反応式

HRID 1038978 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[F:20])[CH2:5][N:6]1[CH:11]=[CH:10][N:9]=[C:8]([C:12]([O:14]C)=[O:13])[C:7]1=[O:16].[OH-].[Na+].Cl.[Cl-].[Na+]>C1COCC1>[F:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[F:20])[CH2:5][N:6]1[CH:11]=[CH:10][N:9]=[C:8]([C:12]([OH:14])=[O:13])[C:7]1=[O:16]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 58443085Methyl 4-(3,4-difluorobenzyl)-3-oxo-3,4-dihydropyrazine-2-carboxylate

生成物 1

HCID 584430534-(3,4-Difluorobenzyl)-3-oxo-3,4-dihydropyrazine-2-carboxylic acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Methyl 4-(3,4-difluorobenzyl)-3-oxo-3,4-dihydropyrazine-2-carboxylate (110 mg, 0.39 zmol) was placed in a 10-mL RBF and dissolved in THF (3 mL). NaOH (1 mL, 2.000 mmol) (2N solution) was added, and the reaction was allowed to stir at room temp. The reaction was then left stirring overnight at room temp and then analyzed by LC-MS, showing the reaction to be complete. The reaction was then neutralized with the addition of 1N HCl (2 mL), and then saturated with saturated sodium chloride. The resultant mixture was then washed with ethyl acetate (3×50 mL), and then combined organic layers were washed with brine (25 mL) and concentrated in vacuo, affording 4-(3,4-difluorobenzyl)-3-oxo-3,4-dihydropyrazine-2-carboxylic acid as a yellow solid. LRMS (ESI) calc'd for (C12H9F2N2O3) [M+H]+, 267.1; found 267.0.

後処理

  1. waitThe reaction was then left
  2. stirringstirring overnight at room temp
  3. customthe reaction
  4. washThe resultant mixture was then washed with ethyl acetate (3×50 mL)
  5. washcombined organic layers were washed with brine (25 mL)
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-25db6904d2fb4d96a1fa0593a2d044ef
出典データセット
uspto-grants-2013_10
特許番号
US08552019B2

反応ノート

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