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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2373406Generated: October 31, 2026

Trimethylsilylacetylene → 9-Chloro-2-(4-ethynyl-phenylamino)-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-one

https://huagongshe.com/reaction/2373406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilylacetyleneHCID 66111—
Reactant9-Chloro-2-(4-iodo-phenylamino)-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-oneHCID 56946588—
Reactant9-chloro-2-(4-trimethylsilanylethynyl-phenylamino)-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-oneHCID 66934690—
Product9-Chloro-2-(4-ethynyl-phenylamino)-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-oneHCID 59851036—

Reaction Steps

In a manner similar to that described for Method O, 9-chloro-2-(4-iodo-phenylamino)-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-one (I-36) and ethynyltrimethylsilane were converted to 9-chloro-2-(4-trimethylsilanylethynyl-phenylamino)-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-one, which was deprotected in a manner similar to I-33 to give I-45 (38%): HRMS Calcd. for C20H13ClN4O: 361.0856, Found 361.0848.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07459448B2
Source datasetuspto-grants-2008_12
ORD IDord-b7614f21872e4c33bfc424f8c61ceb6d
Source noteuspto-grants-2008_12