Methyl 2-(3-(tert-butoxycarbonylamino)prop-1-ynyl)-4-methyl-6-(m-tolylamino)pyrimidine-5-carboxylate → Methyl 2-(3-(tert-butoxycarbonylamino)propyl)-4-methyl-6-(m-tolylamino)pyrimidine-5-carboxylate

HRID 2092799Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2092799
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]#[C:11][C:12]1[N:17]=[C:16]([CH3:18])[C:15]([C:19]([O:21][CH3:22])=[O:20])=[C:14]([NH:23][C:24]2[CH:25]=[C:26]([CH3:30])[CH:27]=[CH:28][CH:29]=2)[N:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CCO.[Pd]>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][C:12]1[N:17]=[C:16]([CH3:18])[C:15]([C:19]([O:21][CH3:22])=[O:20])=[C:14]([NH:23][C:24]2[CH:25]=[C:26]([CH3:30])[CH:27]=[CH:28][CH:29]=2)[N:13]=1)=[O:7])([CH3:3])([CH3:4])[CH3:2]

Komponenten

4

Edukt 1

HCID 58317513Methyl 2-(3-(tert-butoxycarbonylamino)prop-1-ynyl)-4-methyl-6-(m-tolylamino)pyrimidine-5-carboxylate

Produkt 1

HCID 58317633Methyl 2-(3-(tert-butoxycarbonylamino)propyl)-4-methyl-6-(m-tolylamino)pyrimidine-5-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

Methyl 2-(3-(tert-butoxycarbonylamino)prop-1-ynyl)-4-methyl-6-(m-tolylamino)pyrimidine-5-carboxylate (0.190 g, 0.463 mmol) was dissolved in EtOH (4 mL). To this solution was added palladium on carbon (0.049 g, 0.046 mmol) and the resulting mixture was stirred overnight at RT under H2 atmosphere. The mixture was filtered through a pad of Celite, and the filtrate was evaporated to give the title compound as a brown oil, which was used in next step without further purification. [M+H] calc'd for C22H30N4O4, 415. found, 415.

Aufarbeitung

  1. filtrationThe mixture was filtered through a pad of Celite
  2. customthe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-423ffa092bb94c37ba18d57df03d0e30
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08440689B2

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