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Phenol → 6-(4-(1H-1,2,4-triazol-1-yl)benzyl)-1-isobutyl-3-methyl-5-phenoxy-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

HRID 2205658
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HRID 2205658 반응식
[N:1]1([C:6]2[CH:29]=[CH:28][C:9]([CH2:10][N:11]3[C:19](Cl)=[C:18]4[C:13]([N:14]([CH2:24][CH:25]([CH3:27])[CH3:26])[C:15](=[O:23])[N:16]([CH3:22])[C:17]4=[O:21])=[CH:12]3)=[CH:8][CH:7]=2)[CH:5]=[N:4][CH:3]=[N:2]1.[C:30]1([OH:36])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.C([O-])([O-])=O.[Cs+].[Cs+]>O1CCOCC1>[N:1]1([C:6]2[CH:29]=[CH:28][C:9]([CH2:10][N:11]3[C:19]([O:36][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[C:18]4[C:13]([N:14]([CH2:24][CH:25]([CH3:27])[CH3:26])[C:15](=[O:23])[N:16]([CH3:22])[C:17]4=[O:21])=[CH:12]3)=[CH:8][CH:7]=2)[CH:5]=[N:4][CH:3]=[N:2]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 996PhenolHCID 10796Cesium carbonateHCID 701128166-(4-(1H-1,2,4-triazol-1-yl)benzyl)-5-chloro-1-isobutyl-3-methyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

생성물 1

HCID 545961786-(4-(1H-1,2,4-triazol-1-yl)benzyl)-1-isobutyl-3-methyl-5-phenoxy-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione수율 58.6%

시약·촉매·용매 1

HCID 31275
1,4-Dioxane
용매

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온도
150 °C

실험 절차

Crude 6-(4-(1H-1,2,4-triazol-1-yl)benzyl)-5-chloro-1-isobutyl-3-methyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (12 mg, 0.029 mmol), phenol (14 mg, 0.15 mmol) and Cs2CO3 (29 mg, 0.087 mmol) are placed in a microwave vial, and then dioxane (0.25 mL) is added. The vial is sealed and heated in a Biotage microwave instrument at 150° C. for 3 h. The reaction mixture is then purified with a semi-preparative HPLC to give 8.0 mg of product as off-white solid (purity: 97%). MS (ESI) m/z 471.2 [M+H]+.

후처리

  1. additionis added
  2. customThe vial is sealed
  3. customThe reaction mixture is then purified with a semi-preparative HPLC

출처 및 근거

ORD 기록
ord-a1e955b5e35d4e1f8ef040c31042d9a3
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09371327B2

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