Potassium Carbonate → HCID 11705822、化合物

HRID 347457

反応式

HRID 347457 の反応式
[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

参加物

5

反応物 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

生成物 1

HCID 11705822HCID 11705822、化合物収率 60%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-c82b04990c9f4ed79cde143869b80c2a
出典データセット
uspto-grants-2007_02
特許番号
US07173031B2

関連ノート

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