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Triethylamine → (R)-5-(3-Chlorophenyl)-6-(2,3-dihydroxypropyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

HRID 624562
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HRID 624562 반응식
Br[CH2:2][C:3]1[N:8]([CH3:9])[C:7](=[O:10])[N:6]([CH3:11])[C:5](=[O:12])[C:4]=1[C:13](=O)[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[CH:15]=1.[NH2:22][CH2:23][C@@H:24]([OH:27])[CH2:25][OH:26].C(N(CC)CC)C>CCO>[Cl:20][C:16]1[CH:15]=[C:14]([C:13]2[N:22]([CH2:23][C@@H:24]([OH:27])[CH2:25][OH:26])[CH:2]=[C:3]3[C:4]=2[C:5](=[O:12])[N:6]([CH3:11])[C:7](=[O:10])[N:8]3[CH3:9])[CH:19]=[CH:18][CH:17]=1
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참가 물질

5

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HCID 8471TriethylamineHCID 6994409(2R)-3-aminopropane-1,2-diolHCID 867228876-(bromomethyl)-5-(3-chlorobenzoyl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione

생성물 1

HCID 86722886(R)-5-(3-Chlorophenyl)-6-(2,3-dihydroxypropyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
100 °C

실험 절차

A mixture of 6-(bromomethyl)-5-(3-chlorobenzoyl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione (2 g, 5.38 mmol), (R)-3-aminopropane-1,2-diol (0.490 g, 5.38 mmol) and triethylamine (0.750 ml, 5.38 mmol) in EtOH (17.94 ml) was heated under microwave irradiation at 100° C. for 1 hour. The mixture was evaporated under vacuum and the residue partitioned between DCM (20 mL) and 1M HCl (20 mL). The phases were separated and the organic phase was washed with water (2×20 mL). The organic phase was passed through a hydrophobic frit and evaporate under vacuum to afford the title compound.

후처리

  1. customThe mixture was evaporated under vacuum
  2. customthe residue partitioned between DCM (20 mL) and 1M HCl (20 mL)
  3. customThe phases were separated
  4. washthe organic phase was washed with water (2×20 mL)
  5. customevaporate under vacuum

출처 및 근거

ORD 기록
ord-6fc374320c3840aba2337dfc60c25733
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09303035B2

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