Diethylamine → HCID 58478769, 화합물

HRID 1011342노트

반응식

HRID 1011342 반응식
[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]

참가 물질

6

반응물 4

HCID 8021DiethylamineHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 58478784HCID 58478784, 화합물

생성물 1

HCID 58478769HCID 58478769, 화합물수율 61%

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-5ac5fd0297df46b0915bdba4d48d5a02
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07977351B2

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