Hydrochloric Acid → 7-[[(7S)-8-isopropyl-7-ethyl-5-methyl-6-oxo-7H-pteridin-2-yl]amino]-2,3-dihydrobenzofuran-4-carboxylic acid

HRID 2364767노트

반응식

HRID 2364767 반응식
Cl[C:2]1[N:11]=[CH:10][C:9]2[N:8]([CH3:12])[C:7](=[O:13])[C@H:6]([CH2:14][CH3:15])[N:5]([CH:16]([CH3:18])[CH3:17])[C:4]=2[N:3]=1.C[CH:20]1[CH2:24][C:23]2=[C:25]([C:30]([OH:32])=[O:31])[CH:26]=[CH:27][C:28]([NH2:29])=[C:22]2[O:21]1.Cl>C(O)C.O>[CH:16]([N:5]1[C:4]2[N:3]=[C:2]([NH:29][C:28]3[CH:27]=[CH:26][C:25]([C:30]([OH:32])=[O:31])=[C:23]4[C:22]=3[O:21][CH2:20][CH2:24]4)[N:11]=[CH:10][C:9]=2[N:8]([CH3:12])[C:7](=[O:13])[C@@H:6]1[CH2:14][CH3:15])([CH3:18])[CH3:17]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 68107480Methyl 7-amino-2,3-dihydrobenzofuran-4-carboxylic acidHCID 86668262(7S)-2-chloro-8-isopropyl-7-ethyl-5-methyl-7H-pteridin-6-one

생성물 1

HCID 510369997-[[(7S)-8-isopropyl-7-ethyl-5-methyl-6-oxo-7H-pteridin-2-yl]amino]-2,3-dihydrobenzofuran-4-carboxylic acid수율 57.9%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

(7S)-2-Chloro-8-isopropyl-7-ethyl-5-methyl-7H-pteridin-6-one 43d (2.50 g, 9.24 mmol) and methyl 7-amino-2,3-dihydrobenzofuran-4-carboxylateic acid 1g (1.50 g, 8.40 mmol) were dissolved in 120 mL of the mixture solvent of ethanol and water (V/V=1:2) followed by the addition of 1.5 mL of concentrated hydrochloric acid. The reaction mixture was heated to reflux for 24 hours with stirring and the precipitate was filtered. The filter cake was washed with dichloromethane (50 mL×3) and dried by heating to obtain the crude compound 7-[[(7S)-8-isopropyl-7-ethyl-5-methyl-6-oxo-7H-pteridin-2-yl]amino]-2,3-dihydrobenzofuran-4-carboxylic acid 43e (2 g) as a gray solid, which was used in the next step without further furification.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 24 hours
  3. filtrationthe precipitate was filtered
  4. washThe filter cake was washed with dichloromethane (50 mL×3)
  5. customdried
  6. temperatureby heating

출처 및 근거

ORD 기록
ord-1d217de8ecda4d32a1e377ceafecded6
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08691822B2

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