Phenol → 5-methyl-7-neopentyl-3-phenoxy-2-(4-(pyridin-4-yl)benzyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

HRID 57660

반응식

HRID 57660 반응식
Cl[C:2]1[N:3]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([C:26]3[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=3)=[CH:22][CH:21]=2)[N:4]=[C:5]2[C:10]=1[C:9](=[O:11])[N:8]([CH3:12])[C:7](=[O:13])[N:6]2[CH2:14][C:15]([CH3:18])([CH3:17])[CH3:16].C(=O)([O-])[O-].[K+].[K+].[C:38]1([OH:44])[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1.O1CCOCC1>CN(C=O)C>[CH3:12][N:8]1[C:9](=[O:11])[C:10]2=[C:2]([O:44][C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[N:3]([CH2:19][C:20]3[CH:25]=[CH:24][C:23]([C:26]4[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=4)=[CH:22][CH:21]=3)[N:4]=[C:5]2[N:6]([CH2:14][C:15]([CH3:18])([CH3:16])[CH3:17])[C:7]1=[O:13]

참가 물질

6

반응물 4

HCID 996PhenolHCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 700953303-chloro-5-methyl-7-neopentyl-2-(4-(pyridin-4-yl)benzyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

생성물 1

HCID 547608625-methyl-7-neopentyl-3-phenoxy-2-(4-(pyridin-4-yl)benzyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione수율 67.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
150 °C

실험 절차

3-chloro-5-methyl-7-neopentyl-2-(4-(pyridin-4-yl)benzyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione (30 mg, 0.069 mmol), potassium carbonate (29 mg, 0.2 mmol) and phenol (20 mg, 0.20 mmol) are placed in a Biotage microwave vial, and then 0.3 mL of dioxane is added. The vial is sealed, and then heated in a Biotage microwave instrument at 150° C. for 3 h. The reaction mixture is diluted with DMF, and then filtered. The filtrate is purified with a semi-preparative HPLC to give 23 mg of pure product as pale yellow solids. MS (ESI) m/z 496.2 [M+H]+.

후처리

  1. customThe vial is sealed
  2. filtrationfiltered
  3. customThe filtrate is purified with a semi-preparative HPLC

출처 및 근거

ORD 기록
ord-7f11b9f4243f47f5a2b3cfcdd833e3ee
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434730B2

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