Réaction #62731

Équation de réaction

2,4-diamino-5-[3,4-dimethoxy-5-(1-methyl-2-propynyloxy)benzyl]pyrimidine

→

title compound

Rendement 37.0%

2,4-Diamino-5-(7,8-dimethoxy-2-methyl-2H-1-benzopyran-5-ylmethyl)pyrimidin

Rendement 37.0%

Solvants

N,N-diethylaniline

Conditions de réaction

Traitement

1. 1
   FiltrationThe hot solution was filtered
2. 2
   Autreto remove dark tarry material
3. 3
   TempératureThe filtrate was cooled
4. 4
   workup.ADDITIONdiluted with hexanes (200 mL)
5. 5
   AutreThe precipitate (3.8 g) was recrystallized from ethanol

Mode opératoire

A solution of 2,4-diamino-5-[3,4-dimethoxy-5-(1-methyl-2-propynyloxy)benzyl]pyrimidine (4.28 g, 13.0 mmol) in N,N-diethylaniline (200 mL) was refluxed under nitrogen for 0.5 hr. The hot solution was filtered to remove dark tarry material. The filtrate was cooled and diluted with hexanes (200 mL). The precipitate (3.8 g) was recrystallized from ethanol to give title compound as off-white powder (1.56 g, 37%); mp 219°-221° dec. Anal. Calcd for C17H20N4O3 : C, 62.18; H, 6.14; N, 17.06. Found: C, 61.91; H, 6.20; N, 16.93.

Source