Diethylamine → HCID 58478769、化合物

HRID 1254088ノート

反応式

HRID 1254088 の反応式
[O:1]=[C:2]1[C:10]2[C:5](=[N:6][C:7]([CH:11]=O)=[CH:8][CH:9]=2)[CH2:4][O:3]1.[CH2:13]([NH:15][CH2:16][CH3:17])[CH3:14].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C([O-])(O)=O.[Na+]>ClC(Cl)C>[CH2:13]([N:15]([CH2:11][C:7]1[N:6]=[C:5]2[CH2:4][O:3][C:2](=[O:1])[C:10]2=[CH:9][CH:8]=1)[CH2:16][CH3:17])[CH3:14]

参加物

6

反応物 4

HCID 8021DiethylamineHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 58478784HCID 58478784、化合物

生成物 1

HCID 58478769HCID 58478769、化合物収率 61%

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

実験手順

A solution of 5-oxo-5,7-dihydro-furo[3,4-b]pyridine-2-carbaldehyde (110 mg, 0.68 mmol) in dichloroethane (4 mL) is treated with diethylamine (75 μL, 0.68 mmol) followed by the addition of sodium triacetoxyborohydride (200 mg, 0.94 mmol). The reaction mixture is stirred at room temperature for 1.5 h. and then treated with saturated aqueous NaHCO3 solution. The aqueous layer is extracted twice with EtOAc (2×). The combined organic extracts are dried, and concentrated. The residue is chromatographed (silica gel, EtOAc/hexane). The product containing fractions are concentrated to give the title compound as white solid (90 mg, 61%).

後処理

  1. extractionThe aqueous layer is extracted twice with EtOAc (2×)
  2. customThe combined organic extracts are dried
  3. concentrationconcentrated
  4. customThe residue is chromatographed (silica gel, EtOAc/hexane)
  5. additionThe product containing fractions
  6. concentrationare concentrated

出典と根拠

ORDレコード
ord-b3cf457dea624d988b9a3c4f49571a9c
出典データセット
uspto-grants-2013_06
特許番号
US08455535B2

反応ノート

読み込み中…