2-(3,4,5-Trimethoxyphenyl)quinazoline-4-carboxylic acid → 2-[[2-(3,4,5-Trimethoxyphenyl)quinazolin-4-yl]carbonyl]-5,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Participants

Role	Name	HCID	Charge
Reactant	2-(3,4,5-Trimethoxyphenyl)quinazoline-4-carboxylic acid	HCID 90410314	—
Reactant	5,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride	HCID 90411806	—
Product	2-[[2-(3,4,5-Trimethoxyphenyl)quinazolin-4-yl]carbonyl]-5,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline	HCID 86268206	33.3%

Reaction Steps

Reaction of 2-(3,4,5-trimethoxyphenyl)quinazoline-4-carboxylic acid with 5,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride gave compound 92 (33.3% yield). 1H NMR (300 MHz, DMSO-d6) δ 2.81 and 2.99 (2t, 2H), 3.45 (s, 1H), 3.49 and 4.04 (2t, 2H), 3.73-3.77 (m, 6H), 3.86 and 3.92 (m, 8H), 4.24 and 4.79 (2s, 2H), 6.33-6.50 (m, 2H), 7.72-8.17 (m, 6H); MS (ESI) m/z 516 ([M+H]+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09193707B2
Source dataset	uspto-grants-2015_11
ORD ID	ord-afa05719033c42708e5468ce862fd6e7
Source note	uspto-grants-2015_11