Diisopropylethylamine → 2-((1R,2S)-2-aminocyclohexylamino)-4-(1-methyl-1H-indol-4-ylamino)pyrimidine-5-carboxamide

関与物質

役割	名称	HCID	仕込み量
反応物	Diisopropylethylamine	HCID 81531	—
反応物	(1S,2R)-Cyclohexane-1,2-diamine, N1-BOC protected	HCID 1514389	—
反応物	2-(1H-benzo[d][1,2,3]triazol-1-yloxy)-4-(1-methyl-1H-indol-4-ylamino)pyrimidine-5-carboxamide	HCID 57472013	—
生成物	2-((1R,2S)-2-aminocyclohexylamino)-4-(1-methyl-1H-indol-4-ylamino)pyrimidine-5-carboxamide	HCID 57472011	22.1%

反応条件

温度	80 °C

反応手順

To a solid of 2-(1H-benzo[d][1,2,3]triazol-1-yloxy)-4-(1-methyl-1H-indol-4-ylamino)pyrimidine-5-carboxamide (100 mg, 0.25 mmol) in vial was added tert butyl (1S,2R)-2-aminocyclohexylcarbamate (0.3 M solution in NMP, 1.25 mL, 0.375 mmol) and DIPEA (0.09 mL, 0.5 mmol). It was heated at 80° C. for 2 h, cooled and purified by preparative HPLC to give 2-((1R,2S)-2-aminocyclohexylamino)-4-(1-methyl-1H-indol-4-ylamino)pyrimidine-5-carboxamide (21 mg). MS found for C20H25N7O as (M+H)+ 380.4. UV: λ=219.2, 241.6, 336.7.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08063058B2
出典データセット	uspto-grants-2011_11
ORD ID	ord-760807b865b94cdcb9655d9085641dd3
出典メモ	uspto-grants-2011_11