5-[(3-amino-1-methyl-1H-indazol-6-yl)oxy]-3-(4-methoxybenzyl)-3,4-dihydropyrido[2,3-d]pyrimidin-2(1H)-one → 5-(3-Amino-1-methyl-1H-indazol-6-yloxy)-3,4-dihydro-1H-pyrido[2,3-d]pyrimidin-2-one

HRID 1045505

Reaktionsgleichung

Reaktionsgleichung von HRID 1045505
[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([O:11][C:12]3[C:21]4[CH2:20][N:19](CC5C=CC(OC)=CC=5)[C:18](=[O:31])[NH:17][C:16]=4[N:15]=[CH:14][CH:13]=3)=[CH:8][CH:9]=2)[N:4]([CH3:32])[N:3]=1>FC(F)(F)C(O)=O>[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([O:11][C:12]3[C:21]4[CH2:20][NH:19][C:18](=[O:31])[NH:17][C:16]=4[N:15]=[CH:14][CH:13]=3)=[CH:8][CH:9]=2)[N:4]([CH3:32])[N:3]=1

Komponenten

3

Edukt 1

HCID 704971855-[(3-amino-1-methyl-1H-indazol-6-yl)oxy]-3-(4-methoxybenzyl)-3,4-dihydropyrido[2,3-d]pyrimidin-2(1H)-one

Produkt 1

HCID 669262435-(3-Amino-1-methyl-1H-indazol-6-yloxy)-3,4-dihydro-1H-pyrido[2,3-d]pyrimidin-2-oneAusbeute 91,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

Compound 276 (25.00 mg; 0.06 mmol; 1.00 eq.) was dissolved in trifluoroacetic acid (2.00 ml). The vessel was sealed and heated at 75 degrees C. for two days. The reaction was concentrated, redissolved in DMSO, treated with Et3N to get pH ˜8, and then purified via prep HPLC to afford 17mg (69%) of 277 as a white solid. LC-MS (M+H=311, obsd.=311).

Aufarbeitung

  1. customThe vessel was sealed
  2. concentrationThe reaction was concentrated
  3. dissolutionredissolved in DMSO
  4. additiontreated with Et3N
  5. customto get pH ˜8
  6. custompurified via prep HPLC

Quellen und Nachweise

ORD-Eintrag
ord-5a7ae7da25594a88a6ea16db24a514cd
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08569295B2

Verknüpfte Notizen

Wird geladen…