5-Chloro-2-furaldehyde → 10-(5-Chlorofuran-2-yl)-5-(3-chlorophenyl)-1,3-dimethyl-7,8,9,10-tetrahydropyrazino[1',2':1,2]pyrrolo[3,4-d]pyrimidine-2,4(1H,3H)-dione

HRID 624556

반응식

HRID 624556 반응식
[NH2:1][CH2:2][CH2:3][N:4]1[C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=2)=[C:11]2[C:6]([N:7]([CH3:23])[C:8](=[O:22])[N:9]([CH3:21])[C:10]2=[O:20])=[CH:5]1.[Cl:24][C:25]1[O:29][C:28]([CH:30]=O)=[CH:27][CH:26]=1>C(O)C.C(O)(C(F)(F)F)=O>[Cl:24][C:25]1[O:29][C:28]([CH:30]2[C:5]3=[C:6]4[C:11](=[C:12]([C:13]5[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=5)[N:4]3[CH2:3][CH2:2][NH:1]2)[C:10](=[O:20])[N:9]([CH3:21])[C:8](=[O:22])[N:7]4[CH3:23])=[CH:27][CH:26]=1

참가 물질

5

반응물 2

HCID 27696305-Chloro-2-furaldehydeHCID 86722880HCID 86722880, 화합물2회

생성물 1

HCID 7628530610-(5-Chlorofuran-2-yl)-5-(3-chlorophenyl)-1,3-dimethyl-7,8,9,10-tetrahydropyrazino[1',2':1,2]pyrrolo[3,4-d]pyrimidine-2,4(1H,3H)-dione

시약·촉매·용매 2

HCID 6422Trifluoroacetic acid촉매HCID 702Ethanol용매2회

반응 조건

온도
50 °C

실험 절차

6-(2-Amino-ethyl)-5-(3-chloro-phenyl)-1,3-dimethyl-1,6-dihydro-pyrrolo[3,4-d]pyrimidine-2,4-dione (Intermediate B) (150 mg, 0.451 mmol) and 5-chlorofuran-2-carbaldehyde (commercially available, 58.8 mg, 0.451 mmol) were suspended in ethanol (1.2 ml). The mixture was heated at 50° C. under microwave irradiation for 1 hour. TFA (4 drops) was added to the reaction mixture and heating continued at 60° C. for a further 30 mins under microwave irradiation. The reaction mixture was diluted with ethanol (0.5 mL) and purified using mass directed HPLC. The product containing fractions were combined and evaporated under reduced pressure to afford a white solid which was dried under vacuum at 50° C. for 16 h to afford the title compound as a pale tan solid;

후처리

  1. temperatureheating
  2. customcontinued at 60° C. for a further 30 mins under microwave irradiation
  3. custompurified
  4. additionThe product containing fractions
  5. customevaporated under reduced pressure
  6. customto afford a white solid which
  7. customwas dried under vacuum at 50° C. for 16 h

출처 및 근거

ORD 기록
ord-5a51311e7c1f464badbed1b4e2494218
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09303035B2

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