2-(3,4,5-Trimethoxyphenyl)quinazoline-4-carboxylic acid → 2-[[2-(3,4,5-Trimethoxyphenyl)quinazolin-4-yl]carbonyl]-5-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline

Participants

Role	Name	HCID	Charge
Reactant	2-(3,4,5-Trimethoxyphenyl)quinazoline-4-carboxylic acid	HCID 90410314	—
Reactant	6-Methoxy-1,2,3,4-tetrahydroisoquinolin-5-ol hydrochloride	HCID 90411180	—
Product	2-[[2-(3,4,5-Trimethoxyphenyl)quinazolin-4-yl]carbonyl]-5-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline	HCID 86267573	18.9%

Reaction Steps

Reaction of 2-(3,4,5-trimethoxyphenyl)quinazoline-4-carboxylic acid with 5-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride gave compound 89 (18.9% yield). 1H NMR (300 MHz, DMSO-d6) δ 2.77 and 2.90 (2t, 2H), 3.52 and 4.05 (2t, 2H), 3.74-3.80 (m, 6H), 3.87 and 3.92 (2s, 6H), 4.40 and 4.92 (2s, 2H), 6.31-6.92 (m, 2H), 7.67-8.17 (m, 6H), 8.70 and 8.73 (2s, 1H); MS (ESI) m/z 502 ([M+H]+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09193707B2
Source dataset	uspto-grants-2015_11
ORD ID	ord-9934815d6e944dda9a0ff53a3768bced
Source note	uspto-grants-2015_11