Triethylamine → 2-Bromo-5-isopropyl-4,5,6,7-tetrahydrothiazolo[5,4-c]-pyridine

HRID 546435ノート

反応式

HRID 546435 の反応式
F[C:2](F)(F)[C:3](O)=O.[Br:8][C:9]1[S:10][C:11]2[CH2:12][NH:13][CH2:14][CH2:15][C:16]=2[N:17]=1.[CH2:18](N(CC)CC)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[OH-].[Na+]>ClCCl.CC(C)=O.C(O)(=O)C>[Br:8][C:9]1[S:10][C:11]2[CH2:12][N:13]([CH:3]([CH3:2])[CH3:18])[CH2:14][CH2:15][C:16]=2[N:17]=1

参加物

8

反応物 4

HCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 5049666Sodium triacetoxyborohydrideHCID 178425732-Bromo-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine trifluoroacetate

生成物 1

HCID 178426292-Bromo-5-isopropyl-4,5,6,7-tetrahydrothiazolo[5,4-c]-pyridine

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 180Acetone溶媒HCID 6344Dichloromethane溶媒

実験手順

2-Bromo-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine trifluoroacetate (5.00 g) was suspended in dichloromethane (200 ml), and to the suspension triethylamine (4.16 ml) was added, and the mixture was stirred at room temperature into a solution. Acetic acid (2.55 ml) and acetone (17 ml) were added to the reaction mixture, and the mixture was stirred at room temperature for 2 minutes. Sodium triacetoxyborohydride (19.1 g) was added to the reaction mixture, and the resultant mixture was stirred at room temperature for 5 hours. A 3N aqueous solution (200 ml) of sodium hydroxide was added to the reaction mixture to separate an organic layer. After the organic layer was dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by column chromatography on silica gel (dichloromethane:methanol=100:1) to obtain the title compound (3.45 g) as a yellow oil.

後処理

  1. stirringthe mixture was stirred at room temperature for 2 minutes
  2. customto separate an organic layer
  3. dry with materialAfter the organic layer was dried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was purified by column chromatography on silica gel (dichloromethane:methanol=100:1)

出典と根拠

ORDレコード
ord-5fec7aeaf5db41e795f41e05db3945ab
出典データセット
uspto-grants-2011_05
特許番号
US07935824B2

反応ノート

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