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

HRID 570604

반응식

HRID 570604 반응식
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

참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 2773559(2-Phenoxyphenyl)boronic acidHCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl2회HCID 866943398-Chloro-[1,2,4]triazolo[1,5-a]pyrazin-2-yl-(4-morpholin-4-yl-phenyl)-amine

생성물 1

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

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 21863594Toluene ethanol용매

반응 조건

온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-fce8bfcdb2ea4b4a93a0f660b2257943
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09023851B2

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