5-Hydroxyindole → 4-(1H-indol-5-yloxy)-6-methyl-5,8-dihydro-6H-pyrido[3,4-d]pyrimidine-7-carboxylic acid tert-butyl ester

関与物質

役割	名称	HCID	仕込み量
反応物	5-Hydroxyindole	HCID 16054	—
反応物	1,8-Diazabicyclo(5.4.0)undec-7-ene	HCID 81184	—
反応物	Tert-butyl 4-chloro-6-methyl-5,8-dihydropyrido[3,4-D]pyrimidine-7(6H)-carboxylate	HCID 59394353	—
溶媒	Acetonitrile	HCID 6342	—
生成物	4-(1H-indol-5-yloxy)-6-methyl-5,8-dihydro-6H-pyrido[3,4-d]pyrimidine-7-carboxylic acid tert-butyl ester	HCID 59394118	—

反応条件

温度	80 °C

反応手順

A solution of (±)-4-chloro-6-methyl-5,8-dihydro-6H-pyrido[3,4-d]pyrimidine-7-carboxylic acid tert-butyl ester (220 mg, 0.77 mmol), 5-hydroxy indole (155 mg, 1.16 mmol) and MeCN (10 mL) is treated with DBU (0.2 mL, 1.16 mmol) and heated at 80° C. for 4 h. The volume is reduced in vacuo and the residue is separated via FCC (5-90% EtOAc/heptane) to give the title compound. MS (ESI) m/z 381.3 (M+H).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08541432B2
出典データセット	uspto-grants-2013_09
ORD ID	ord-22c57473bae94ed3b49e8253b9233a65
出典メモ	uspto-grants-2013_09