Pyridine, 4-methoxy-2-(tributylstannyl)- → 4-Fluoro-1-(4-fluoro-3-(4-methoxypyridin-2-yl)phenyl)-1-(pyrimidin-5-yl)-1H-isoindol-3-amine

HRID 1662240노트

반응식

HRID 1662240 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([Sn](CCCC)(CCCC)CCCC)[CH:4]=1.Br[C:23]1[CH:24]=[C:25]([C:30]2([C:41]3[CH:42]=[N:43][CH:44]=[N:45][CH:46]=3)[C:38]3[C:33](=[C:34]([F:39])[CH:35]=[CH:36][CH:37]=3)[C:32]([NH2:40])=[N:31]2)[CH:26]=[CH:27][C:28]=1[F:29]>CN(C=O)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[F:39][C:34]1[CH:35]=[CH:36][CH:37]=[C:38]2[C:33]=1[C:32]([NH2:40])=[N:31][C:30]2([C:25]1[CH:26]=[CH:27][C:28]([F:29])=[C:23]([C:5]2[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][N:6]=2)[CH:24]=1)[C:41]1[CH:46]=[N:45][CH:44]=[N:43][CH:42]=1

참가 물질

5

반응물 2

HCID 57516635Pyridine, 4-methoxy-2-(tributylstannyl)-HCID 585795331-(3-Bromo-4-fluorophenyl)-4-fluoro-1-(pyrimidin-5-yl)-1H-isoindol-3-amine

생성물 1

HCID 585795164-Fluoro-1-(4-fluoro-3-(4-methoxypyridin-2-yl)phenyl)-1-(pyrimidin-5-yl)-1H-isoindol-3-amine수율 14.9%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 6228Dimethylformamide용매

반응 조건

온도
110 °C

실험 절차

4-Methoxy-2-(tributylstannyl)pyridine (265 mg, 0.67 mmol), 1-(3-bromo-4-fluorophenyl)-4-fluoro-1-(pyrimidin-5-yl)-1H-isoindol-3-amine (178.3 mg, 0.44 mmol) and tetrakis(triphenylphosphine)palladium(0) (138 mg, 0.11 mmol) were mixed in dry DMF (2.00 mL) and heated in a microwave reactor at 110° C. for 305 min. The resulting product mixture was filtered and purified by preparative-HPLC to give the title compound (28.2 mg, 12% yield):

후처리

  1. filtrationThe resulting product mixture was filtered
  2. custompurified by preparative-HPLC

출처 및 근거

ORD 기록
ord-fb86257dcf5b418d8c03a358f5d70dd7
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08030500B2

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