Trifluoroacetic acid → 1-(4-Fluoro-phenyl)-2-oxo-1,2-dihydro-pyridine-3-carboxylic acid[1-methyl-6-(2-oxo-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidin-5-yloxy)-1H-indazol-3-yl]-amide

HRID 1045507

Reaktionsgleichung

Reaktionsgleichung von HRID 1045507
COC1C=CC(C[N:8]2[CH2:13][C:12]3[C:14]([O:18][C:19]4[CH:27]=[C:26]5[C:22]([C:23]([NH:29][C:30]([C:32]6[C:33](=[O:45])[N:34]([C:38]7[CH:43]=[CH:42][C:41]([F:44])=[CH:40][CH:39]=7)[CH:35]=[CH:36][CH:37]=6)=[O:31])=[N:24][N:25]5[CH3:28])=[CH:21][CH:20]=4)=[CH:15][CH:16]=[N:17][C:11]=3[NH:10][C:9]2=[O:46])=CC=1.FC(F)(F)C(O)=O>>[CH3:28][N:25]1[C:26]2[C:22](=[CH:21][CH:20]=[C:19]([O:18][C:14]3[C:12]4[CH2:13][NH:8][C:9](=[O:46])[NH:10][C:11]=4[N:17]=[CH:16][CH:15]=3)[CH:27]=2)[C:23]([NH:29][C:30]([C:32]2[C:33](=[O:45])[N:34]([C:38]3[CH:39]=[CH:40][C:41]([F:44])=[CH:42][CH:43]=3)[CH:35]=[CH:36][CH:37]=2)=[O:31])=[N:24]1

Komponenten

3

Edukt 2

HCID 6422Trifluoroacetic acidHCID 704970111-(4-Fluoro-phenyl)-2-oxo-1,2-dihydro-pyridine-3-carboxylicacid{6-[3-(4-methoxy-benzyl)-2-oxo-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidin-5-yloxy]-1-methyl-1H-indazol-3-yl}-amide

Produkt 1

HCID 704982091-(4-Fluoro-phenyl)-2-oxo-1,2-dihydro-pyridine-3-carboxylic acid[1-methyl-6-(2-oxo-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidin-5-yloxy)-1H-indazol-3-yl]-amideAusbeute 82,5 %

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A solution of compound 278 (22.00 mg; 0.03 mmol; 1.00 eq.) and trifluoroacetic acid (2.00 ml) was stirred at 80 degrees C. overnight. The reaction was stirred at 80 degrees C. for 22 hr. The reaction was concentrated, redissolved in DMSO, and treated with Et3N to pH 8. The solution was then purified directly via prep HPLC to afford 13 mg (60%) of 279 as a yellow solid. LC-MS (M+H=526, obsd.=526).

Aufarbeitung

  1. customovernight
  2. concentrationThe reaction was concentrated
  3. dissolutionredissolved in DMSO
  4. additiontreated with Et3N to pH 8
  5. customThe solution was then purified directly via prep HPLC

Quellen und Nachweise

ORD-Eintrag
ord-e29d7cace7f14278a10abbbf4ee75ec7
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08569295B2

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