3-Hydroxy-2,2-dimethylpropionaldehyde → HCID 22573178, 화합물

HRID 23345

반응식

HRID 23345 반응식
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([O:12][CH3:13])=[C:7]([O:14][CH3:15])[CH:6]=2.[CH3:16][C:17]([CH3:22])([CH2:20]O)[CH:18]=[O:19]>CO>[CH3:13][O:12][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][C:7]=1[O:14][CH3:15])[N:4]=[CH:3][C:2]([NH:1][CH2:16][C:17]([CH3:22])([CH3:20])[CH2:18][OH:19])=[CH:11]2

참가 물질

4

반응물 2

HCID 116993-Hydroxy-2,2-dimethylpropionaldehydeHCID 10330538HCID 10330538, 화합물

생성물 1

HCID 22573178HCID 22573178, 화합물수율 21.5%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

The reaction is run similar to the preparation in Example 11. To a MeOH solution of 4 Å powdered molecular sieves (0.35 g) under argon is added 3-amino-6,7-dimethoxyquinoline (0.32 g, 1.6 mmol) and 2,2-dimethyl-3-hydroxypropionaldehyde (0.19 g, 1.9 mmol). The product mixture is chromatographed (3% MeOH/CHCl3) to afford 0.10 g of material which is partitioned between CH2Cl2/10% NaOH. The organic layer is washed with 10% NaOH, H2O, and brine, then dried (MgSO4), and recrystallized from EtOAc/hexanes to provide a light-orange solid (m.p. 170-173.5° C.). Anal. Calcd. for C16H22N2O3: C, 66.18; H, 7.64; N, 9.65; Found: C, 66.11; H, 7.49; N, 9.33.

후처리

  1. customThe reaction is run similar to the preparation in Example 11
  2. customThe product mixture is chromatographed (3% MeOH/CHCl3)

출처 및 근거

ORD 기록
ord-6c227764ca054552b7a5977f95fc5ec6
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852712B2

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