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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 724972Generated: October 29, 2026

Phenol → 5-Chloro-2-ethyl-9-methyl-13-(phenoxymethyl)-2,4,9,15-tetraazatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

https://huagongshe.com/reaction/724972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
Reactant2-chloro-8-chloromethyl-5,11-dihydro-11-ethyl-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-oneHCID 10830738—
ReactantPotassium tert-butoxideHCID 23665647—
Product5-Chloro-2-ethyl-9-methyl-13-(phenoxymethyl)-2,4,9,15-tetraazatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaen-10-oneHCID 47067178%

Reaction Steps

Using a procedure analogous to that described in Example 98, except sodium bis(trimethylsilyl)amide was employed as the base instead of potassium tert-butoxide, the title compound, m.p. 140°-141° C., was prepared from 2-chloro-8-chloromethyl-5,11-dihydro-11-ethyl-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one and phenol. The yield was 78% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05705499
Source datasetuspto-grants-1998_01
ORD IDord-5b79f10c2a4a41f688f76e16a9a5dac3
Source noteuspto-grants-1998_01