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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394108Generated: November 1, 2026

2-Isopropyl-2,5-diazabicyclo[2.2.1]heptane → 5-bromo-1-(2,6-dichlorophenyl)-7-[(5-isopropyl-2,5-diazabicyclo[2.2.1]hept-2-yl)methyl]-3-(4-methoxybenzyl)-3,4-dihydroquinazolin-2(1H)-one

https://huagongshe.com/reaction/394108

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Isopropyl-2,5-diazabicyclo[2.2.1]heptaneHCID 22647900—
Reactant5-Bromo-1-(2,6-dichlorophenyl)-3-(4-methoxybenzyl)-2-oxo-1,2,3,4-tetrahydroquinazoline-7-carbaldehydeHCID 22647954—
Product5-bromo-1-(2,6-dichlorophenyl)-7-[(5-isopropyl-2,5-diazabicyclo[2.2.1]hept-2-yl)methyl]-3-(4-methoxybenzyl)-3,4-dihydroquinazolin-2(1H)-oneHCID 22648185—

Reaction Steps

The 5-bromo-1-(2,6-dichlorophenyl)-7-[(5-isopropyl-2,5-diazabicyclo[2.2.1]hept-2-yl)methyl]-3-(4-methoxybenzyl)-3,4-dihydroquinazolin-2(1H)-one was prepared from 5-bromo-1-(2,6-dichlorophenyl)-3-(4-methoxybenzyl)-2-oxo-1,2,3,4-tetrahydroquinazoline-7-carbaldehyde (EXAMPLE AAA16, STEP B) and 2-isopropyl-2,5-diazabicyclo[2.2.1]heptane (INTERMEDIATE ABA2) as described in EXAMPLE AAA1, STEP A. 1H NMR (CDCl3, 500 MHz): δ 1.15 (brs, 3H), 1.22 (brs, 3H), 1.74 (brs, 1H), 1.90 (brs, 1H), 243 (brs, 2H), 2.72 (brs, 1H), 2.88 (brs, 1H), 3.07 (brs, 1H), 3.16 (s, 2H), 3.53 (abq, 2H, J=14.2 Hz), 3.72 (brs, 1H), 3.83 (s, 3H), 4.48 (s, 2H), 4.68 (s, 2H), 6.05 (s, 1H), 6.91 (d, 2H, J=8.5 Hz), 7.17 (s, 1H), 7.36 (d, 2H, J=8.4 Hz), 7.38 (t, 1H, J=8.0 Hz), 7.52 (d, 2H, J=8.0 Hz). MS (API-ES+): 645 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809199B2
Source datasetuspto-grants-2004_10
ORD IDord-8d2c199e73fc4e78933e1e99ce285da7
Source noteuspto-grants-2004_10