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Potassium Carbonate → HCID 178434705, 화합물

HRID 1931738
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HRID 1931738 반응식
[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)[N:5]=[N:4][N:3]=1.Cl[C:15]1[N:20]=[CH:19][N:18]=[C:17]2[N:21]([C@H:24]3[CH2:29][CH2:28][C@H:27]([C:30]4[O:34][N:33]=[C:32]([CH:35]([CH3:37])[CH3:36])[N:31]=4)[CH2:26][CH2:25]3)[N:22]=[CH:23][C:16]=12.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:35]([C:32]1[N:31]=[C:30]([C@H:27]2[CH2:28][CH2:29][C@H:24]([N:21]3[C:17]4=[N:18][CH:19]=[N:20][C:15]([O:13][C:10]5[CH:11]=[CH:12][C:7]([N:6]6[C:2]([CH3:1])=[N:3][N:4]=[N:5]6)=[CH:8][CH:9]=5)=[C:16]4[CH:23]=[N:22]3)[CH2:25][CH2:26]2)[O:34][N:33]=1)([CH3:37])[CH3:36]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 167651684-(5-methyl-1H-tetrazol-1-yl)phenolHCID 178440459HCID 178440459, 화합물2회

생성물 1

HCID 178434705HCID 178434705, 화합물수율 41.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
180 °C

실험 절차

A mixture of 4-(5-methyl-tetrazol-1-yl)-phenol (Chembridge Corporation, San Diego, Calif., USA; 76 mg, 0.43 mmol), 4-chloro-1-[4-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-trans-cyclo-hexyl]-1H-pyrazolo[3,4-d]pyrimidine (Intermediate 26; 150 mg, 0.43 mmol), and potassium carbonate (72 mg, 0.52 mmol) in dimethylformamide (5 mL) was heated in a microwave at 180° C. for 10 min. The mixture was filtered. The filtrate was concentrated and purified using a Supelco 23 g column, eluting with 0-3% methanol/dichloromethane to give 1-[4-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-trans-cyclohexyl]-4-[4-(5-methyl-tetrazol-1-yl)-phenoxy]-1H-pyrazolo[3,4-d]pyrimidine (86 mg, 41%).

후처리

  1. filtrationThe mixture was filtered
  2. concentrationThe filtrate was concentrated
  3. custompurified
  4. washeluting with 0-3% methanol/dichloromethane

출처 및 근거

ORD 기록
ord-fd6983a2d17444d79d3a9902b9bde227
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08188098B2

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