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Sulfuric Acid → HCID 25262927, 화합물

HRID 40817
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HRID 40817 반응식
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([O:9][CH2:10][CH2:11][CH2:12][O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[O:20][CH2:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[C:4]([CH2:27][CH3:28])[N:3]=1.OS(O)(=O)=O.C(OCC)(OCC)O[CH2:36][CH3:37].C([O-])([O-])=O.[K+].[K+]>CCO>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([O:9][CH2:10][CH2:11][CH2:12][O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[O:20][CH2:21][CH2:22][CH2:23][C:24]([O:26][CH2:36][CH3:37])=[O:25])=[C:4]([CH2:27][CH3:28])[N:3]=1
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참가 물질

6

반응물 4

HCID 1118Sulfuric AcidHCID 11430Potassium CarbonateHCID 31214Ethyl orthoformateHCID 252605752,4-Diamino-6-ethyl-5-(3-(2-(3-carboxypropoxy)phenoxy)propoxy)pyrimidine

생성물 1

HCID 25262927HCID 25262927, 화합물수율 65%

시약·촉매·용매 1

HCID 702
Ethanol
용매

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온도
25 °C

실험 절차

To a solution of 2,4-diamino-6-ethyl-5-(3-(2-(3-carboxypropoxy)phenoxy)propoxy)pyrimidine (0.3904 g, 1 mmol) and a catalytic amount of con. H2SO4 in EtOH (4 mL) was added triethyl orthoformate (2 mL) and the solution was left stirring at 25° C. for 8 hours. The reaction mixture was neutralized with K2CO3 and evaporated to dryness. The crude product was diluted with water and extracted with CH2Cl2. Evaporation to dryness gave the desired ester as white semi-solid (0.2720 g, 65%). 1H NMR (500 MHz, DMSO-d6): 0.99 (3H, t, J=7.5 Hz), 1.15 (3H, t, J=7.1 Hz), 1.93 (2H, m), 2.13 (2H, m), 2.33 (2H, q, J=7.5 Hz), 2.45 (2H, t, J=7.3 Hz), 3.78 (2H, t, J=6.0 Hz), 3.95 (2H, t, J=6.3 Hz), 4.03 (2H, q, J=7.1 Hz), 4.13 (2H, t, J=6.0 Hz), 5.54 (2H, s), 6.07 (2H, s), 6.87-6.90 (2H, m), 6.95-7.01 (2H, m).

후처리

  1. waitthe solution was left
  2. customevaporated to dryness
  3. additionThe crude product was diluted with water
  4. extractionextracted with CH2Cl2
  5. customEvaporation to dryness

출처 및 근거

ORD 기록
ord-22a555e0567f47e592e2646cdc7aa16a
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08530491B2

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