Реакция #89861

Уравнение реакции

2-(chloromethyl)-1-methyl-1H-imidazole

tert-butyl 5-(2-(3-hydroxyphenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate

2-(chloromethyl)-1-methyl-1H-imidazole

K2CO3

2-(chloromethyl)-1-methyl-1H-imidazole

K2CO3

→

tert-butyl 5-(2-(3-((1-methyl-1H-imidazol-2-yl)methoxy)-phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate

Растворители

CH2Cl2

DMF

Условия реакции

Обработка

1. 1
   Температураheated for another 35 minutes
2. 2
   Температураheated for 1 h
3. 3
   Промывкаwashed with aqueous saturated NaCl (2×)
4. 4
   ДругоеThe organic phase was dried under Na2SO4
5. 5
   Концентрированиеconcentrated in vacuo

Методика

A solution of tert-butyl 5-(2-(3-hydroxyphenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate (50 mg, 0.11 mmol), 2-(chloromethyl)-1-methyl-1H-imidazole (22 mg, 0.13 mmol), KI (22 mg, 0.13 mmol), K2CO3 (76 mg, 0.55 mmol) in anhydrous DMF (1.2 mL) was heated at 50° C. for 100 minutes. Added 1.2 equivalents each of 2-(chloromethyl)-1-methyl-1H-imidazole and KI and heated for another 35 minutes. Added 2.4 equivalents each of 2-(chloromethyl)-1-methyl-1H-imidazole and KI along with 2.0 equivalents of K2CO3 and heated for 1 h. The solution was diluted with CH2Cl2 and washed with aqueous saturated NaCl (2×). The organic phase was dried under Na2SO4 and concentrated in vacuo to afford tert-butyl 5-(2-(3-((1-methyl-1H-imidazol-2-yl)methoxy)-phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate.

Источник