Hydrochloric Acid → 3-(5-Isopropyl-2,6-dimethoxy-pyrimidine-4-carbonyl)-5-methyl-benzaldehyde

HRID 426176노트

반응식

HRID 426176 반응식
C[O:2][CH:3](OC)[C:4]1[CH:5]=[C:6]([C:11]([C:13]2[C:18]([CH:19]([CH3:21])[CH3:20])=[C:17]([O:22][CH3:23])[N:16]=[C:15]([O:24][CH3:25])[N:14]=2)=[O:12])[CH:7]=[C:8]([CH3:10])[CH:9]=1.Cl>C(Cl)(Cl)Cl.CO>[CH:19]([C:18]1[C:13]([C:11]([C:6]2[CH:5]=[C:4]([CH:9]=[C:8]([CH3:10])[CH:7]=2)[CH:3]=[O:2])=[O:12])=[N:14][C:15]([O:24][CH3:25])=[N:16][C:17]=1[O:22][CH3:23])([CH3:21])[CH3:20]

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 59184803(3-Dimethoxymethyl-5-methyl-phenyl)-(5-isopropyl-2,6-dimethoxy-pyrimidin-4-yl)-methanone

생성물 1

HCID 591848613-(5-Isopropyl-2,6-dimethoxy-pyrimidine-4-carbonyl)-5-methyl-benzaldehyde수율 84%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6212Chloroform용매

실험 절차

To a stirred solution of (3-dimethoxymethyl-5-methyl-phenyl)-(5-isopropyl-2,6-dimethoxy-pyrimidin-4-yl)-methanone (3.13 g, 8.36 mmol) in chloroform (30 ml) at room temperature, was added hydrogen chloride in methanol solution [prepared from methanol (30 ml) and acetyl chloride (4 ml)]. After stirring for 2 hr., the mixture was evaporated in vacuo. The residue was dissolved in ether, washed with aqueous saturated sodium bicarbonate solution, dried with anhydrous magnesium sulfate, filtered, and evaporated in vacuo. The residue was purified by silica gel column chromatography (eluent, i) MC, ii) MC:EA (9:1)) to afford 2.3 g (84%) of a white solid. m.p. 111-113° C.; 1H NMR (300 MHz, CDCl3) δ 1.20 (6H, d, J=7.2 Hz), 2.50 (3H, s), 2.85 (1H, m), 3.93 (3H, s), 4.08 (3H, s), 7.94 (1H, s), 7.99 (1H, s), 8.08 (1H, s), 10.02 (1H, s).

후처리

  1. custom, the mixture was evaporated in vacuo
  2. dissolutionThe residue was dissolved in ether
  3. washwashed with aqueous saturated sodium bicarbonate solution
  4. dry with materialdried with anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customThe residue was purified by silica gel column chromatography (eluent, i) MC, ii) MC

출처 및 근거

ORD 기록
ord-4a73cc4c04c0445d875efba507738d51
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08106064B2

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