Potassium Carbonate → HCID 11705822, 화합물

HRID 347457

반응식

HRID 347457 반응식
[F:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]([NH:12][C:13](=[O:22])[CH2:14][C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)=[S:11])[CH:5]=[CH:6][C:7]=1[OH:8].Cl[C:24]1[N:29]=[C:28]([Cl:30])[N:27]=[C:26]2[N:31]([CH3:34])[N:32]=[CH:33][C:25]=12.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:30][C:28]1[N:27]=[C:26]2[N:31]([CH3:34])[N:32]=[CH:33][C:25]2=[C:24]([O:8][C:7]2[CH:6]=[CH:5][C:4]([NH:9][C:10]([NH:12][C:13](=[O:22])[CH2:14][C:15]3[CH:16]=[CH:17][C:18]([F:21])=[CH:19][CH:20]=3)=[S:11])=[CH:3][C:2]=2[F:1])[N:29]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 2222474,6-dichloro-1-methyl-1H-pyrazolo(3,4-d)pyrimidineHCID 210814951-(3-Fluoro-4-hydroxyphenyl)-3-(2-(4-fluorophenyl)acetyl)thiourea

생성물 1

HCID 11705822HCID 11705822, 화합물수율 60%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a mixture of 1-(3-fluoro-4-hydroxyphenyl)-3-(2-(4-fluorophenyl)acetyl)thiourea (24 mg, 0.075 mmol), 4,6-dichloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine (15.3 mg, 0.075 mmol, preparation: J. Org. Chem. 1958, 23, 852, the disclosure of which is herein incorporated by reference) and K2CO3 (10 mg, 0.075 mmol) was added DMF (2 mL). The reaction was stirred at RT for 24 h. The reaction was quenched with water (2 mL) and CH2Cl2 (5 mL). The organic layer was separated, dried with sodium sulfate, concentrated in vacuo and purified by reverse phase preparative HPLC to give the title compound (22.9 mg, 60%) as a white solid. MS(ESI+) m/z 457 (M+H)+.

후처리

  1. custom15.3 mg, 0.075 mmol, preparation
  2. customThe reaction was quenched with water (2 mL) and CH2Cl2 (5 mL)
  3. customThe organic layer was separated
  4. dry with materialdried with sodium sulfate
  5. concentrationconcentrated in vacuo
  6. custompurified by reverse phase preparative HPLC

출처 및 근거

ORD 기록
ord-c82b04990c9f4ed79cde143869b80c2a
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07173031B2

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