Potassium Carbonate → (4-Morpholin-4-yl-phenyl)-[8-(2-phenoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyrazin-2-yl]-amine

HRID 570604

反応式

HRID 570604 の反応式
Cl[C:2]1[C:3]2[N:4]([N:8]=[C:9]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([N:18]4[CH2:23][CH2:22][O:21][CH2:20][CH2:19]4)=[CH:14][CH:13]=3)[N:10]=2)[CH:5]=[CH:6][N:7]=1.C(=O)([O-])[O-].[K+].[K+].C1(P(C2CCCCC2)C2C=CC=CC=2C2C(OC)=CC=CC=2OC)CCCCC1.[O:59]([C:66]1[CH:71]=[CH:70][CH:69]=[CH:68][C:67]=1B(O)O)[C:60]1[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=1>C(O)C.C1(C)C=CC=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[N:18]1([C:15]2[CH:16]=[CH:17][C:12]([NH:11][C:9]3[N:10]=[C:3]4[C:2]([C:61]5[CH:62]=[CH:63][CH:64]=[CH:65][C:60]=5[O:59][C:66]5[CH:67]=[CH:68][CH:69]=[CH:70][CH:71]=5)=[N:7][CH:6]=[CH:5][N:4]4[N:8]=3)=[CH:13][CH:14]=2)[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1

参加物

7

反応物 4

HCID 11430Potassium CarbonateHCID 2773559(2-Phenoxyphenyl)boronic acidHCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl2 回HCID 866943398-Chloro-[1,2,4]triazolo[1,5-a]pyrazin-2-yl-(4-morpholin-4-yl-phenyl)-amine

生成物 1

HCID 56846952(4-Morpholin-4-yl-phenyl)-[8-(2-phenoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyrazin-2-yl]-amine

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 21863594Toluene ethanol溶媒

反応条件

温度
120 °C

実験手順

To a solution of (8-chloro-[1,2,4]triazolo[1,5-a]pyrazin-2-yl-(4-morpholin-4-yl-phenyl)-amine (0.15 g, 0.45 mmol, 1 eq) in a mixture of ethanol:toluene (1:4) (10 ml) is taken in a dry pressure tube, palladium acetate (0.01 g, 0.045 mmol, 0.1 eq), anhydrous potassium carbonate (0.125 g, 0.90 mmol, 2 eq), 2-dicyclo-hexylphosphino-2′,6′-dimethoxybiphenyl, S-Phos (0.027 g, 0.06 mmol, 0.13 eq) and 2-phenoxyphenylboronic acid (0.19 g, 0.90 mmol, 2 eq) are added and the reaction mixture is degasified with nitrogen. The reaction mixture is heated to 120° C. for 1 hour. The reaction mixture is concentrated and the residue is taken in 25% methanol in dichloromethane (50 ml) and filtered through celite to remove the inorganics and the filtrate is concentrated and purified by silica column using (230-400) mesh to get the product as pale yellow solid.

後処理

  1. customis taken in a dry pressure tube
  2. concentrationThe reaction mixture is concentrated
  3. filtrationfiltered through celite
  4. customto remove the inorganics
  5. concentrationthe filtrate is concentrated
  6. custompurified by silica column

出典と根拠

ORDレコード
ord-fce8bfcdb2ea4b4a93a0f660b2257943
出典データセット
uspto-grants-2015_05
特許番号
US09023851B2

関連ノート

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